C) Aliphatic Hydrocarbons:
a) Alkanes: Methods of formation: i) Wurtz reaction & ii) Corey-House reaction. Chemical reactions: i) Halogenation (With mechanism),
ii) Aromatisation.
b) Alkenes: Methods of formation (With mechanism): i) Dehydrohalogenation of alkyl halides (E1 & E2), ii) Dehydration of alcohols.
Chemical reactions: Electrophilic & free radical addition of HX and X2 (With mechanism).
Sem - I Unit-III C) Aliphatic Hydrocarbons By Dr Pramod R Padolepramod padole
1. The document discusses aliphatic hydrocarbons, which are organic compounds containing only carbon and hydrogen.
2. It describes the classification and properties of alkanes, alkenes, and alkynes, which are the three main types of aliphatic hydrocarbons.
3. The key reactions of alkanes discussed are halogenation (addition of halogens) and aromatization (formation of aromatic compounds). Methods for preparing alkanes like the Wurtz reaction and Corey-House reaction are also summarized.
Semester - I C) Aliphatic Hydrocarbons by Dr Pramod R Padolepramod padole
C) Aliphatic Hydrocarbons:
a) Alkanes: Methods of formation: i) Wurtz reaction &
ii) Corey-House reaction. Chemical reactions: i) Halogenation (With mechanism), ii) Aromatisation.
b) Alkenes: Methods of formation (With mechanism): i) Dehydrohalogenation of alkyl halides (E1 & E2), ii) Dehydration of alcohols. Chemical reactions: Electrophilic & free radical addition of HX and X2 (With mechanism).
B.Sc. (Sem-II) Unit-III (A) Alkenyl Halides by Dr Pramod R Padolepramod padole
This document discusses alkenyl halides, specifically vinyl chloride and allyl chloride. It provides methods of preparation of vinyl chloride from acetylene and of allyl chloride from propylene. It also describes the chemical reactions of vinyl chloride and allyl chloride with aqueous and alcoholic KOH. Allyl chloride is more reactive than vinyl chloride due to the percentage of s-character in the C-Cl bond, stabilization of the allyl carbocation by resonance, and double bond character in the C-Cl bond of vinyl chloride.
B.Sc. Sem-II Unit-III (B) Aryl halides by Dr Pramod R Padolepramod padole
The document discusses aryl halides, specifically benzyl chloride and chlorobenzene. It provides methods of synthesizing benzyl chloride from toluene and benzyl alcohol, and discusses its reactions with aqueous KOH, NH3, and sodium ethoxide. It also discusses synthesizing chlorobenzene from benzene, phenol, and benzene diazonium chloride, and the reactions of chlorobenzene with aqueous NaOH, NH3, and sodium ethoxide. The document aims to teach undergraduate chemistry students about the properties and reactions of aryl halides.
Sem - I Unit-III C) Aliphatic Hydrocarbons By Dr Pramod R Padolepramod padole
1. The document discusses aliphatic hydrocarbons, which are organic compounds containing only carbon and hydrogen.
2. It describes the classification and properties of alkanes, alkenes, and alkynes, which are the three main types of aliphatic hydrocarbons.
3. The key reactions of alkanes discussed are halogenation (addition of halogens) and aromatization (formation of aromatic compounds). Methods for preparing alkanes like the Wurtz reaction and Corey-House reaction are also summarized.
Semester - I C) Aliphatic Hydrocarbons by Dr Pramod R Padolepramod padole
C) Aliphatic Hydrocarbons:
a) Alkanes: Methods of formation: i) Wurtz reaction &
ii) Corey-House reaction. Chemical reactions: i) Halogenation (With mechanism), ii) Aromatisation.
b) Alkenes: Methods of formation (With mechanism): i) Dehydrohalogenation of alkyl halides (E1 & E2), ii) Dehydration of alcohols. Chemical reactions: Electrophilic & free radical addition of HX and X2 (With mechanism).
B.Sc. (Sem-II) Unit-III (A) Alkenyl Halides by Dr Pramod R Padolepramod padole
This document discusses alkenyl halides, specifically vinyl chloride and allyl chloride. It provides methods of preparation of vinyl chloride from acetylene and of allyl chloride from propylene. It also describes the chemical reactions of vinyl chloride and allyl chloride with aqueous and alcoholic KOH. Allyl chloride is more reactive than vinyl chloride due to the percentage of s-character in the C-Cl bond, stabilization of the allyl carbocation by resonance, and double bond character in the C-Cl bond of vinyl chloride.
B.Sc. Sem-II Unit-III (B) Aryl halides by Dr Pramod R Padolepramod padole
The document discusses aryl halides, specifically benzyl chloride and chlorobenzene. It provides methods of synthesizing benzyl chloride from toluene and benzyl alcohol, and discusses its reactions with aqueous KOH, NH3, and sodium ethoxide. It also discusses synthesizing chlorobenzene from benzene, phenol, and benzene diazonium chloride, and the reactions of chlorobenzene with aqueous NaOH, NH3, and sodium ethoxide. The document aims to teach undergraduate chemistry students about the properties and reactions of aryl halides.
Semester - I B) Reactive Intermediates by Dr Pramod R Padolepramod padole
The document discusses various reactive intermediates in organic chemistry, focusing on carbocations and carbanions. It defines carbocations as organic ions with a positively charged carbon atom and carbanions as organic ions with a negatively charged carbon atom. It describes their structures, methods of generation, stability orders, and factors affecting stability such as inductive and resonance effects. Carbocations are more stable with electron-donating groups or resonance, while carbanions are more stable with electron-withdrawing groups or resonance. The document also provides examples and practice questions related to these reactive intermediates.
IMPORTANT NAMED REACTIONS in Organic synthesis with Introduction, General Mechanism, and their synthetic application covering more than 20 named reactions in it.
This document classifies and describes various types of hydrocarbons including alkanes, alkenes, alkynes, and benzene. It discusses their structures, methods of preparation from other compounds, and common chemical reactions. Key details provided include the IUPAC nomenclature rules for alkanes and cycloalkanes, reactions of alkenes with halogens, acids, and hydrogen, and benzene reactions such as nitration, sulfonation, halogenation, and Friedel-Crafts additions and acylations.
This document provides information about carbonyl compounds, specifically aldehydes and ketones. It discusses their IUPAC nomenclature, methods of preparation including oxidation of alcohols and oxidative cleavage of alkenes, and physical and chemical properties. The chemical reactions covered include nucleophilic addition, reduction, condensation, and oxidation reactions. Examples of important aldehydes and ketones are also mentioned along with their structures and uses.
Here are the answers:
a)
i) K (2-methyl-1-propanol):
CH3
|
CH3-C-CH2-CH2-OH
|
CH3
L (2-methyl-2-propanol):
CH3
|
CH3-C-CH(OH)-CH3
ii) K can be prepared by reacting propanone with methylmagnesium bromide, a Grignard reagent:
CH3COCH3 + CH3MgBr → CH3C(OCH3)(CH3) → CH3C(OH)(CH3)CH3 + MgBr
iii) M
Organic chemistry: Hydrocarbons, Alkyl Halides and alcoholsIndra Yudhipratama
This document outlines topics in organic chemistry including hydrocarbons, alkyl halides, and alcohols. It discusses the reactions and properties of alkanes such as combustion and free radical reactions. Alkenes and alkynes are introduced along with elimination and addition reactions. Alkyl halides are explored with substitution reactions. Finally, the document covers alcohols and their elimination through dehydration and oxidation reactions.
Aldehydes and ketones contain a carbonyl group with a carbon bonded to an oxygen. They are polar molecules with higher boiling points than hydrocarbons of comparable size. Low molecular weight aldehydes and ketones are soluble in both organic solvents and water, while higher molecular weight ones are soluble in organic solvents. Aldehydes can be oxidized to carboxylic acids due to the hydrogen bonded to the carbonyl carbon, while ketones cannot undergo this reaction. In addition, aldehydes and ketones undergo addition reactions where new groups add to the carbonyl group.
The document discusses carbonyl compounds, which contain a carbonyl group (C=O). This includes aldehydes, ketones, carboxylic acids, amides, and acid chlorides. It describes the structure of the carbonyl group and how the C=O double bond is polarized towards oxygen. This polarization allows carbonyl compounds to undergo nucleophilic addition reactions. Aldehydes are generally more reactive than ketones for electronic and steric reasons. Examples of reactions include hydration, cyanohydrin formation, imine formation, acetal formation, oxidation, reduction, and Friedel-Crafts acylation. Qualitative tests and important carbonyl compounds and their uses are also outlined.
The document discusses the reactivity and reactions of various acid derivatives such as esters, amides, anhydrides, and acid chlorides. It explains that resonance stabilization affects the reactivity of these compounds, with amides being the least reactive due to resonance. The mechanisms of reactions typically involve nucleophilic acyl substitution, including hydrolysis reactions. Acid chlorides are the most reactive derivatives while amides are the least reactive and hardest to hydrolyze. Reduction and reactions with organometallic reagents are also discussed for the various derivatives.
This document summarizes key differences between aldehydes and ketones. Aldehydes contain a carbonyl group attached to one carbon, while ketones have the carbonyl between two carbons. Aldehydes are easily oxidized to carboxylic acids, while ketones require more vigorous oxidation. Both can undergo nucleophilic addition reactions to form alcohols. Common tests to distinguish the two include Tollen's reagent and Fehling's reagent.
1) α,β-Unsaturated carbonyl compounds contain a carbonyl group and a conjugated carbon-carbon double bond separated by one carbon-carbon single bond.
2) These compounds undergo both electrophilic and nucleophilic addition reactions due to the conjugation between the carbonyl and double bond.
3) Common reactions include the Michael addition, in which a carbanion adds to the β-carbon, and the Diels-Alder reaction, where a conjugated diene adds to form a six-membered ring.
This document provides an overview of various chromium and other reagents used in organic synthesis reactions. It discusses chromium reagents like H2CrO4 that are used for oxidizing alcohols to aldehydes. Other oxidation reagents mentioned include pyridinium chlorochromate, pyridinium dichromate, Dess-Martin periodinane, and tetrapropyl ammonium perruthenate. Reduction methods covered involve lithium aluminium hydride, sodium borohydride, hydrogenation using catalysts like Wilkinson's catalyst and Lindlar's catalyst. Epoxidation reactions mentioned include using peracids, m-chloroperoxybenzoic acid, sodium perborate, and osmium
The document discusses carbonyl compounds, which contain a carbon-oxygen double bond carbonyl group. The carbonyl group is a constituent of important organic compound classes like carboxylic acids, esters, aldehydes, and ketones. Compounds containing a carbonyl group have higher melting and boiling points than hydrocarbons with the same number of carbon atoms because the carbonyl group is polar. The carbonyl carbon acquires a partial positive charge while the oxygen acquires a partial negative charge due to differences in electron affinity. Nomenclature assigns characteristic suffixes like "al" to aldehydes and "one" to ketones. Chain numbering starts from the end nearest the carbonyl group.
1. The document discusses organic chemistry nomenclature and isomerism, as well as petroleum and several classes of organic compounds including alkanes, alkenes, haloalkanes, and alcohols.
2. Naming allows identification of isomers, while petroleum provides many hydrocarbons as fuel and feedstocks, but combustion can cause pollution.
3. Alkenes are more reactive than alkanes due to weaker double bonds, and haloalkanes react via nucleophilic substitution on their polar bonds. The reactivity of alcohols depends on whether they are primary, secondary, or tertiary.
1. Aldehydes and ketones are organic compounds that contain a carbonyl group. Their general formulas are RCHO and RCOR' respectively.
2. They undergo several characteristic reactions including oxidation, reduction, addition reactions, condensation reactions, and substitution reactions. Common reactions include hydrate formation, addition of Grignard reagents, and cyanohydrin formation.
3. Due to the polarity of the carbonyl group, aldehydes and ketones exhibit properties between nonpolar alkanes and polar alcohols such as higher boiling points and solubility. They also undergo nucleophilic addition reactions at the carbonyl carbon.
This document provides an overview of the course "Organometallic Chemistry". It will cover topics such as electron counting, main group and transition metal chemistry, and common reaction types used in catalysis like insertion, elimination, and reductive elimination. A key example discussed is the Monsanto process for producing acetic acid catalytically using a rhodium complex, which involves an oxidative addition, insertion, and reductive elimination in its catalytic cycle. The document emphasizes that organometallic chemistry is important for homogeneous catalysis in fine chemicals, pharmaceuticals, and industrial processes.
Presentation(aldehydes,ktones and carboxylic acid)Shefali Sharma
1. Derivatives of carboxylic acid include aldehydes and ketones which contain a carbonyl group consisting of a carbon double bonded to an oxygen.
2. Aldehydes and ketones undergo nucleophilic addition reactions with reagents such as hydrogen cyanide, sodium bisulfite, Grignard reagents, and alcohols. They also react with ammonia derivatives to form addition products.
3. Common chemical reactions of carboxylic acid derivatives include oxidations, reductions, esterifications, and reactions involving cleavage of the O-H or C-OH bonds. Halogenation and ring substitution reactions can also occur on the hydrocarbon part of the molecule.
This document provides information about aldehydes and ketones, including:
1) Aldehydes contain a carbonyl group bonded to at least one hydrogen, while ketones have no hydrogens bonded to the carbonyl carbon.
2) Carbonyl compounds are more polar than alkanes due to the polar carbonyl group. Aldehydes and ketones can hydrogen bond with water.
3) Aldehydes and ketones undergo oxidation reactions to form carboxylic acids and oxidation, reduction, addition, and condensation reactions that are important for their reactivity.
This document provides information on the nomenclature, structures, and isomerism of alkanes, alkenes, and alkynes. It discusses their classification as saturated or unsaturated hydrocarbons and how they form homologous series. The key reactions of alkanes and alkenes discussed are substitution, addition, elimination, combustion, hydrogenation, halogenation, hydration, oxidation, and cracking. IUPAC nomenclature rules for naming hydrocarbon structures are also outlined.
This document provides an overview of hydrocarbons including:
- Hydrocarbons are organic compounds made of carbon and hydrogen. Common sources include crude oil and natural gas.
- Saturated hydrocarbons like alkanes have single carbon-carbon bonds. Unsaturated hydrocarbons like alkenes have double or triple carbon-carbon bonds.
- Alkanes undergo combustion and substitution reactions. Incomplete combustion of hydrocarbons leads to air pollution. Catalytic converters reduce harmful emissions.
Semester - I B) Reactive Intermediates by Dr Pramod R Padolepramod padole
The document discusses various reactive intermediates in organic chemistry, focusing on carbocations and carbanions. It defines carbocations as organic ions with a positively charged carbon atom and carbanions as organic ions with a negatively charged carbon atom. It describes their structures, methods of generation, stability orders, and factors affecting stability such as inductive and resonance effects. Carbocations are more stable with electron-donating groups or resonance, while carbanions are more stable with electron-withdrawing groups or resonance. The document also provides examples and practice questions related to these reactive intermediates.
IMPORTANT NAMED REACTIONS in Organic synthesis with Introduction, General Mechanism, and their synthetic application covering more than 20 named reactions in it.
This document classifies and describes various types of hydrocarbons including alkanes, alkenes, alkynes, and benzene. It discusses their structures, methods of preparation from other compounds, and common chemical reactions. Key details provided include the IUPAC nomenclature rules for alkanes and cycloalkanes, reactions of alkenes with halogens, acids, and hydrogen, and benzene reactions such as nitration, sulfonation, halogenation, and Friedel-Crafts additions and acylations.
This document provides information about carbonyl compounds, specifically aldehydes and ketones. It discusses their IUPAC nomenclature, methods of preparation including oxidation of alcohols and oxidative cleavage of alkenes, and physical and chemical properties. The chemical reactions covered include nucleophilic addition, reduction, condensation, and oxidation reactions. Examples of important aldehydes and ketones are also mentioned along with their structures and uses.
Here are the answers:
a)
i) K (2-methyl-1-propanol):
CH3
|
CH3-C-CH2-CH2-OH
|
CH3
L (2-methyl-2-propanol):
CH3
|
CH3-C-CH(OH)-CH3
ii) K can be prepared by reacting propanone with methylmagnesium bromide, a Grignard reagent:
CH3COCH3 + CH3MgBr → CH3C(OCH3)(CH3) → CH3C(OH)(CH3)CH3 + MgBr
iii) M
Organic chemistry: Hydrocarbons, Alkyl Halides and alcoholsIndra Yudhipratama
This document outlines topics in organic chemistry including hydrocarbons, alkyl halides, and alcohols. It discusses the reactions and properties of alkanes such as combustion and free radical reactions. Alkenes and alkynes are introduced along with elimination and addition reactions. Alkyl halides are explored with substitution reactions. Finally, the document covers alcohols and their elimination through dehydration and oxidation reactions.
Aldehydes and ketones contain a carbonyl group with a carbon bonded to an oxygen. They are polar molecules with higher boiling points than hydrocarbons of comparable size. Low molecular weight aldehydes and ketones are soluble in both organic solvents and water, while higher molecular weight ones are soluble in organic solvents. Aldehydes can be oxidized to carboxylic acids due to the hydrogen bonded to the carbonyl carbon, while ketones cannot undergo this reaction. In addition, aldehydes and ketones undergo addition reactions where new groups add to the carbonyl group.
The document discusses carbonyl compounds, which contain a carbonyl group (C=O). This includes aldehydes, ketones, carboxylic acids, amides, and acid chlorides. It describes the structure of the carbonyl group and how the C=O double bond is polarized towards oxygen. This polarization allows carbonyl compounds to undergo nucleophilic addition reactions. Aldehydes are generally more reactive than ketones for electronic and steric reasons. Examples of reactions include hydration, cyanohydrin formation, imine formation, acetal formation, oxidation, reduction, and Friedel-Crafts acylation. Qualitative tests and important carbonyl compounds and their uses are also outlined.
The document discusses the reactivity and reactions of various acid derivatives such as esters, amides, anhydrides, and acid chlorides. It explains that resonance stabilization affects the reactivity of these compounds, with amides being the least reactive due to resonance. The mechanisms of reactions typically involve nucleophilic acyl substitution, including hydrolysis reactions. Acid chlorides are the most reactive derivatives while amides are the least reactive and hardest to hydrolyze. Reduction and reactions with organometallic reagents are also discussed for the various derivatives.
This document summarizes key differences between aldehydes and ketones. Aldehydes contain a carbonyl group attached to one carbon, while ketones have the carbonyl between two carbons. Aldehydes are easily oxidized to carboxylic acids, while ketones require more vigorous oxidation. Both can undergo nucleophilic addition reactions to form alcohols. Common tests to distinguish the two include Tollen's reagent and Fehling's reagent.
1) α,β-Unsaturated carbonyl compounds contain a carbonyl group and a conjugated carbon-carbon double bond separated by one carbon-carbon single bond.
2) These compounds undergo both electrophilic and nucleophilic addition reactions due to the conjugation between the carbonyl and double bond.
3) Common reactions include the Michael addition, in which a carbanion adds to the β-carbon, and the Diels-Alder reaction, where a conjugated diene adds to form a six-membered ring.
This document provides an overview of various chromium and other reagents used in organic synthesis reactions. It discusses chromium reagents like H2CrO4 that are used for oxidizing alcohols to aldehydes. Other oxidation reagents mentioned include pyridinium chlorochromate, pyridinium dichromate, Dess-Martin periodinane, and tetrapropyl ammonium perruthenate. Reduction methods covered involve lithium aluminium hydride, sodium borohydride, hydrogenation using catalysts like Wilkinson's catalyst and Lindlar's catalyst. Epoxidation reactions mentioned include using peracids, m-chloroperoxybenzoic acid, sodium perborate, and osmium
The document discusses carbonyl compounds, which contain a carbon-oxygen double bond carbonyl group. The carbonyl group is a constituent of important organic compound classes like carboxylic acids, esters, aldehydes, and ketones. Compounds containing a carbonyl group have higher melting and boiling points than hydrocarbons with the same number of carbon atoms because the carbonyl group is polar. The carbonyl carbon acquires a partial positive charge while the oxygen acquires a partial negative charge due to differences in electron affinity. Nomenclature assigns characteristic suffixes like "al" to aldehydes and "one" to ketones. Chain numbering starts from the end nearest the carbonyl group.
1. The document discusses organic chemistry nomenclature and isomerism, as well as petroleum and several classes of organic compounds including alkanes, alkenes, haloalkanes, and alcohols.
2. Naming allows identification of isomers, while petroleum provides many hydrocarbons as fuel and feedstocks, but combustion can cause pollution.
3. Alkenes are more reactive than alkanes due to weaker double bonds, and haloalkanes react via nucleophilic substitution on their polar bonds. The reactivity of alcohols depends on whether they are primary, secondary, or tertiary.
1. Aldehydes and ketones are organic compounds that contain a carbonyl group. Their general formulas are RCHO and RCOR' respectively.
2. They undergo several characteristic reactions including oxidation, reduction, addition reactions, condensation reactions, and substitution reactions. Common reactions include hydrate formation, addition of Grignard reagents, and cyanohydrin formation.
3. Due to the polarity of the carbonyl group, aldehydes and ketones exhibit properties between nonpolar alkanes and polar alcohols such as higher boiling points and solubility. They also undergo nucleophilic addition reactions at the carbonyl carbon.
This document provides an overview of the course "Organometallic Chemistry". It will cover topics such as electron counting, main group and transition metal chemistry, and common reaction types used in catalysis like insertion, elimination, and reductive elimination. A key example discussed is the Monsanto process for producing acetic acid catalytically using a rhodium complex, which involves an oxidative addition, insertion, and reductive elimination in its catalytic cycle. The document emphasizes that organometallic chemistry is important for homogeneous catalysis in fine chemicals, pharmaceuticals, and industrial processes.
Presentation(aldehydes,ktones and carboxylic acid)Shefali Sharma
1. Derivatives of carboxylic acid include aldehydes and ketones which contain a carbonyl group consisting of a carbon double bonded to an oxygen.
2. Aldehydes and ketones undergo nucleophilic addition reactions with reagents such as hydrogen cyanide, sodium bisulfite, Grignard reagents, and alcohols. They also react with ammonia derivatives to form addition products.
3. Common chemical reactions of carboxylic acid derivatives include oxidations, reductions, esterifications, and reactions involving cleavage of the O-H or C-OH bonds. Halogenation and ring substitution reactions can also occur on the hydrocarbon part of the molecule.
This document provides information about aldehydes and ketones, including:
1) Aldehydes contain a carbonyl group bonded to at least one hydrogen, while ketones have no hydrogens bonded to the carbonyl carbon.
2) Carbonyl compounds are more polar than alkanes due to the polar carbonyl group. Aldehydes and ketones can hydrogen bond with water.
3) Aldehydes and ketones undergo oxidation reactions to form carboxylic acids and oxidation, reduction, addition, and condensation reactions that are important for their reactivity.
This document provides information on the nomenclature, structures, and isomerism of alkanes, alkenes, and alkynes. It discusses their classification as saturated or unsaturated hydrocarbons and how they form homologous series. The key reactions of alkanes and alkenes discussed are substitution, addition, elimination, combustion, hydrogenation, halogenation, hydration, oxidation, and cracking. IUPAC nomenclature rules for naming hydrocarbon structures are also outlined.
This document provides an overview of hydrocarbons including:
- Hydrocarbons are organic compounds made of carbon and hydrogen. Common sources include crude oil and natural gas.
- Saturated hydrocarbons like alkanes have single carbon-carbon bonds. Unsaturated hydrocarbons like alkenes have double or triple carbon-carbon bonds.
- Alkanes undergo combustion and substitution reactions. Incomplete combustion of hydrocarbons leads to air pollution. Catalytic converters reduce harmful emissions.
The document discusses alcohols, including their structure, properties, nomenclature, methods of preparation, and reactions. Some key points:
1. Alcohols contain a hydroxyl (-OH) functional group attached to a saturated carbon atom. They can be classified as primary, secondary, or tertiary depending on if the -OH group is attached to a primary, secondary, or tertiary carbon.
2. Common physical properties of alcohols include being colorless liquids with characteristic smells, and higher boiling points than alkanes due to hydrogen bonding between -OH groups.
3. Alcohols can be prepared through hydrolysis of alkyl halides, alkenes,
B.phram
Semester .4
Subject : Organic chemistry - III
Use as reference and also usable for examination prearation.
gtu afflitited phramacy college's student may using this ppt.
1. The document discusses the nomenclature, preparation methods, properties and reactions of aliphatic hydrocarbons known as alkanes and alkenes.
2. Alkanes can be prepared through hydrogenation of alkenes and alkynes, reduction of alkyl halides, Wurtz reaction, and decarboxylation of sodium carboxylates. Alkenes can be prepared through dehydrohalogenation of alkyl halides, dehydration of alcohols, and controlled hydrogenation of alkynes.
3. The properties and reactions discussed for alkanes and alkenes include their physical properties, substitution reactions, oxidation reactions, and thermal decomposition. Alkenes
30.-Aldehydes-Ketones-and-Carboxylic-Acid.pdfrajat rajat
1. Aldehydes, ketones, and carboxylic acids are important classes of organic compounds that contain a carbonyl group. Aldehydes contain a C=O bond with an H atom on the adjacent carbon. Ketones contain a C=O bond between two carbon atoms. Carboxylic acids contain a C=O bond bonded to an OH group.
2. These compounds can be prepared through oxidation of alcohols, from hydrocarbons using ozonolysis followed by hydrolysis, and from nitriles or acid chlorides using organometallic reagents. Aldehydes and ketones are generally more reactive than comparable saturated hydrocarbons due to the electron-withdrawing effects of the
Aldehydes and ketones contain the carbonyl group. Aldehydes are considered the most important functional group. Ketones A carbon double bonded to an oxygen is called a carbonyl group. Compounds in which the carbon of a carbonyl group is bonded to two other carbons
This document provides an overview of organic chemistry concepts including:
1) Classification of organic compounds such as hydrocarbons, functional group compounds, and aromatic compounds.
2) Isomerism including structural and stereoisomerism.
3) Bonding theories such as hybridization and resonance that explain organic compound structures and properties.
4) Reactions of organic compounds including substitution, addition, elimination, and oxidation reactions. Mechanisms such as electrophilic addition, free radical halogenation and the effects of stability and electronic effects are discussed.
Basic concepts of chemistry, alkanes, alkenes, alkynes, benzene, their preparation methods, properties and uses are explained. Isomerism in alkanes and alkynes also discussed.
The document is a chapter menu for organic chemistry covering substituted hydrocarbons and their reactions. It outlines 5 main sections that discuss alkyl and aryl halides, alcohols/ethers/amines, carbonyl compounds, other organic reactions, and polymers. Each section defines functional groups, draws structures, and discusses properties and reactions for different compound classes.
Redox Reaction and Electrochemical Cell (Reaksi Redoks dan Sel Elektrokimia)DindaKamaliya
An electrochemical cell converts chemical energy into electrical energy through spontaneous redox reactions. It consists of two half-cells separated by a salt bridge. In the cathode half-cell, reduction occurs as oxidized species gain electrons. In the anode half-cell, oxidation occurs as reduced species lose electrons. Electrons flow through an external circuit from the anode to the cathode. The standard electrode potential of each half-reaction predicts the cell's voltage under standard conditions.
This document discusses aldehydes and ketones. It defines them as carbonyl compounds, with aldehydes having a carbonyl bonded to a hydrogen on one side, and ketones having carbonyls bonded to two carbon atoms. It describes their nomenclature and physical properties, such as higher boiling points than hydrocarbons due to polarity. Methods of preparation include oxidation, ozonolysis, and reduction. It also discusses reactions with amines, ylides, and additions. Carboxylic acids and their derivatives are also covered, including nomenclature, acidity, and relative acidities of substituted acids.
Carboxylic acids have the general formula R-COOH where R is an alkyl group. They contain a carboxyl group consisting of a carbonyl group bonded to a hydroxyl group. Carboxylic acids can be prepared through oxidation of alcohols or aldehydes, hydrolysis of esters or nitriles, and carboxylation of alkenes. They undergo reactions like forming salts, acyl halides, amides, and esters. Common carboxylic acids include acetic acid and benzoic acid which have applications as preservatives and flavorings.
This document summarizes key information about alkenes (olefins):
1) Alkenes contain carbon-carbon double bonds and are classified as unsaturated hydrocarbons. Common examples include ethylene and propene.
2) Alkenes undergo characteristic reactions such as addition of halogens, hydrogenation to form alkanes, hydration and polymerization. Many of these reactions follow Markovnikov's rule.
3) Alkenes are industrially important as monomers for polymers like polyethylene, polypropylene, PVC and polystyrene. Ethylene and propylene are the largest volume organic chemicals produced.
Alkenes are unsaturated hydrocarbons that contain at least one carbon-carbon double bond. The simplest alkene is ethylene, with the formula C2H4. Alkenes react through addition reactions that break the pi bond of the double bond. They are industrially important as they can be polymerized to make plastics like polyethylene and polypropylene. Alkenes names are formed by replacing the '-ane' suffix of the parent alkane with '-ene', and the location of the double bond is indicated by a number prefix.
1) The document discusses various reactions of carbonyl compounds including aldehydes and ketones.
2) It describes reactions with nucleophiles like hydride ions, amines, alcohols and Grignard reagents that add to the carbonyl group.
3) It also discusses reactions where the alpha-hydrogen of carbonyl compounds is removed, making the alpha-carbon nucleophilic and able to react with electrophiles via substitutions and additions. Important reactions covered include halogenation, alkylation and aldol additions.
1) The document discusses the nomenclature, properties, preparation, and reactions of alcohols. It provides IUPAC rules for naming alcohols and describes substitutive and eliminative reactions.
2) Alcohols are prepared through Grignard reactions with carbonyl compounds, hydrolysis of alkyl halides, and reduction of carbonyls with lithium aluminum hydride or sodium borohydride.
3) Alcohols undergo oxidation, esterification, halogenation, dehydration, and ether formation reactions. Primary alcohols react faster than secondary or tertiary alcohols in substitution and elimination reactions.
Alkanes can be prepared through several methods including hydrogenation of alkenes/alkynes, reduction of alkyl halides, decarboxylation of carboxylic acids, hydrolysis of Grignard reagents, and Wurtz, Corey-House, and Kolbe syntheses. Alkanes are nonpolar, colorless liquids or solids that are stable under normal conditions but undergo substitution and thermal/catalytic reactions. Substitution reactions include halogenation, nitration, and sulfonation, while thermal reactions include combustion, pyrolysis, isomerization, and aromatization.
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Introduction of University Chemistry Syllabus B. Sc.-III (Sem-VI) Session 202...pramod padole
This PowerPoint presentation introduces the B.Sc. Sem-VI chemistry syllabus at Shri Shivaji Science College in Amravati, India. It covers 6 units: inorganic chemistry, organic chemistry, physical chemistry, and elementary quantum mechanics. The inorganic chemistry units cover topics like kinetics of metal complexes, analytical chemistry techniques like spectroscopy and chromatography. The organic chemistry units cover spectroscopy techniques like electronic, infrared, and NMR spectroscopy and mass spectrometry. The physical chemistry units cover elementary quantum mechanics, electrochemistry, and nuclear chemistry.
B. Sc. Sem - I Unit-IV (D) Orientation by Dr Pramod R Padolepramod padole
Orientation: Effect of substituent groups. Activating and deactivating groups. Theory of reactivity and orientation on the basis of inductive and resonance effects (-CH3, -OH, -NO2 and –Cl groups).
B.Sc. Sem-I Unit-IV Mechanism of electrophilic aromatic substitution by Dr P...pramod padole
Mechanism of Electrophilic Aromatic Substitution: Nitration, Friedal Craft Alkylation and Acylation.Nuclear and Side Chain
Halogination, Birch Reduction
B.Sc. Sem-I Unit-IV Aromatic, antiaromatic and non aromatic compounds by Dr P...pramod padole
This document discusses aromaticity and Huckel's rule. It begins by explaining Huckel's rule, which states that cyclic compounds with (4n+2) pi electrons are aromatic, where n is an integer. Examples of aromatic compounds that satisfy Huckel's rule like benzene and naphthalene are given. The characteristics of aromatic compounds such as being cyclic, planar, and having delocalized pi electrons are described. Antiaromatic compounds that have 4n pi electrons are also discussed along with examples like cyclobutadiene. The document concludes by defining non-aromatic compounds that are neither aromatic nor antiaromatic, using cyclooctatetraene as an example.
B.Sc. Sem-I Unit-IV Nomenclature and Isomerism of Aromatic Compounds by Dr P...pramod padole
Kekule proposed that benzene has a cyclic structure consisting of six carbon atoms joined together in a hexagonal ring with alternating single and double bonds. This structure accounts for benzene's properties such as its cyclic nature, the presence of three double bonds, and the stability from resonance. The structure is supported by evidence like benzene's molecular formula, reactions that produce benzene triozonide, and hydrogenation producing cyclohexane.
M.Sc.Part-II Sem- III (Unit - IV) Nuclear Magnetic Resonance Spectroscopypramod padole
This document provides an overview of nuclear magnetic resonance (NMR) spectroscopy. It begins with definitions and basic principles of NMR, including how nuclei absorb radio frequencies in a magnetic field. It then discusses NMR instrumentation and the effects of chemical equivalence and spin splitting on NMR signals. The document outlines the contents to be covered, including principles of NMR, instrumentation, chemical equivalence, splitting of signals, and practice problems. It aims to discuss practical aspects of NMR and its application in solving structures of organic molecules.
Dyes, Drugs & Pesticides by Dr Pramod R Padolepramod padole
A] Dyes: Classification on the basis of structure and mode of application, Preparation and uses of Methyl orange, Crystal violet, Phenolphthalein , Alizarin and Indigo.
B) DRUGS:
Analgesic and antipyretics: Synthesis and uses of phenylbutazone. Sulpha drugs: Synthesis and uses of sulphanilamide and sulphadiazine. Antimalarials: Synthesis of chloroquine from 4,7-dichloroquinoline and its uses.
C] Pesticides: Insecticides: Synthesis and uses of malathion. Herbicides: Synthesis and uses of 2,4-dichloro phenoxy acetic acid (2,4-D). Fungicides: Synthesis and uses of thiram (tetramethyl thiuram disulphide).
Heterocyclic Compounds Part -III (Pyrrole) by Dr Pramod R Padolepramod padole
1. The document discusses the basic and acidic nature of the heterocyclic compound pyrrole.
2. Pyrrole acts as a weak base due to the lone pair on the nitrogen atom being involved in resonance within the aromatic pyrrole ring. This decreases the availability of the lone pair for donation.
3. Pyrrole also acts as a weak acid due to the N-H bond being weak as the nitrogen lone pair is involved in resonance. This increases the possibility of proton removal to form the stabilized pyrryl anion.
Heterocyclic Compounds Part-II (Pyrrole) by Dr Pramod R Padolepramod padole
1) Pyrrole has a molecular formula of C4H5N. The carbon and nitrogen atoms in pyrrole are sp2 hybridized.
2) Pyrrole forms 10 sigma bonds between the carbon, nitrogen, and hydrogen atoms through sp2-sp2 and sp2-s orbital overlaps. The unhybridized p-orbitals on each atom overlap to form delocalized pi bonds above and below the ring.
3) Pyrrole exhibits aromatic properties due to satisfying Huckel's rule with its 6 pi electrons in the aromatic sextet. This makes pyrrole more stable and favors electrophilic substitution over addition reactions.
Heterocyclic compounds part-I (Pyrrole)by Dr Pramod R Padolepramod padole
Heterocyclic Compounds, Nomenclature of Heterocycles, Classification of Heterocyclic Compounds, a) 5-membered Heterocyclic compounds, Preparation of Pyrrole:
Heterocyclic Compounds Part -IV (Pyrrole) by Dr Pramod R Padolepramod padole
The document discusses electrophilic substitution reactions of pyrrole. It explains that electrophilic substitution in pyrrole occurs preferentially at the 2-position and 5-position. This is because attack of an electrophile at the 2-position forms a more stable carbocation intermediate due to greater delocalization of positive charge through three resonance structures compared to only two structures for attack at the 3-position. Specific electrophilic substitution reactions of pyrrole discussed include halogenation, nitration, sulphonation, and Friedel-Crafts acetylation. Reaction conditions and products are provided for converting pyrrole to halogenated, nitro, and sulfonated derivatives.
Heterocyclic compounds part-I (Pyridine) by dr pramod r. padolepramod padole
1) The document discusses heterocyclic compounds, focusing on 6-membered heterocyclic compounds like pyridine.
2) Pyridine, also known as azabenzene, has the molecular formula C5H5N. It contains a six-membered ring with five carbon atoms and one nitrogen atom.
3) The document describes two methods for synthesizing pyridine: from acetylene by passing a mixture of acetylene and hydrogen cyanide through a hot tube, and from pentamethylene diamine hydrochloride by heating to form piperidine and then further heating with sulfuric acid or nitrobenzene.
Immersive Learning That Works: Research Grounding and Paths ForwardLeonel Morgado
We will metaverse into the essence of immersive learning, into its three dimensions and conceptual models. This approach encompasses elements from teaching methodologies to social involvement, through organizational concerns and technologies. Challenging the perception of learning as knowledge transfer, we introduce a 'Uses, Practices & Strategies' model operationalized by the 'Immersive Learning Brain' and ‘Immersion Cube’ frameworks. This approach offers a comprehensive guide through the intricacies of immersive educational experiences and spotlighting research frontiers, along the immersion dimensions of system, narrative, and agency. Our discourse extends to stakeholders beyond the academic sphere, addressing the interests of technologists, instructional designers, and policymakers. We span various contexts, from formal education to organizational transformation to the new horizon of an AI-pervasive society. This keynote aims to unite the iLRN community in a collaborative journey towards a future where immersive learning research and practice coalesce, paving the way for innovative educational research and practice landscapes.
PPT on Direct Seeded Rice presented at the three-day 'Training and Validation Workshop on Modules of Climate Smart Agriculture (CSA) Technologies in South Asia' workshop on April 22, 2024.
Authoring a personal GPT for your research and practice: How we created the Q...Leonel Morgado
Thematic analysis in qualitative research is a time-consuming and systematic task, typically done using teams. Team members must ground their activities on common understandings of the major concepts underlying the thematic analysis, and define criteria for its development. However, conceptual misunderstandings, equivocations, and lack of adherence to criteria are challenges to the quality and speed of this process. Given the distributed and uncertain nature of this process, we wondered if the tasks in thematic analysis could be supported by readily available artificial intelligence chatbots. Our early efforts point to potential benefits: not just saving time in the coding process but better adherence to criteria and grounding, by increasing triangulation between humans and artificial intelligence. This tutorial will provide a description and demonstration of the process we followed, as two academic researchers, to develop a custom ChatGPT to assist with qualitative coding in the thematic data analysis process of immersive learning accounts in a survey of the academic literature: QUAL-E Immersive Learning Thematic Analysis Helper. In the hands-on time, participants will try out QUAL-E and develop their ideas for their own qualitative coding ChatGPT. Participants that have the paid ChatGPT Plus subscription can create a draft of their assistants. The organizers will provide course materials and slide deck that participants will be able to utilize to continue development of their custom GPT. The paid subscription to ChatGPT Plus is not required to participate in this workshop, just for trying out personal GPTs during it.
ESR spectroscopy in liquid food and beverages.pptxPRIYANKA PATEL
With increasing population, people need to rely on packaged food stuffs. Packaging of food materials requires the preservation of food. There are various methods for the treatment of food to preserve them and irradiation treatment of food is one of them. It is the most common and the most harmless method for the food preservation as it does not alter the necessary micronutrients of food materials. Although irradiated food doesn’t cause any harm to the human health but still the quality assessment of food is required to provide consumers with necessary information about the food. ESR spectroscopy is the most sophisticated way to investigate the quality of the food and the free radicals induced during the processing of the food. ESR spin trapping technique is useful for the detection of highly unstable radicals in the food. The antioxidant capability of liquid food and beverages in mainly performed by spin trapping technique.
Describing and Interpreting an Immersive Learning Case with the Immersion Cub...Leonel Morgado
Current descriptions of immersive learning cases are often difficult or impossible to compare. This is due to a myriad of different options on what details to include, which aspects are relevant, and on the descriptive approaches employed. Also, these aspects often combine very specific details with more general guidelines or indicate intents and rationales without clarifying their implementation. In this paper we provide a method to describe immersive learning cases that is structured to enable comparisons, yet flexible enough to allow researchers and practitioners to decide which aspects to include. This method leverages a taxonomy that classifies educational aspects at three levels (uses, practices, and strategies) and then utilizes two frameworks, the Immersive Learning Brain and the Immersion Cube, to enable a structured description and interpretation of immersive learning cases. The method is then demonstrated on a published immersive learning case on training for wind turbine maintenance using virtual reality. Applying the method results in a structured artifact, the Immersive Learning Case Sheet, that tags the case with its proximal uses, practices, and strategies, and refines the free text case description to ensure that matching details are included. This contribution is thus a case description method in support of future comparative research of immersive learning cases. We then discuss how the resulting description and interpretation can be leveraged to change immersion learning cases, by enriching them (considering low-effort changes or additions) or innovating (exploring more challenging avenues of transformation). The method holds significant promise to support better-grounded research in immersive learning.
(June 12, 2024) Webinar: Development of PET theranostics targeting the molecu...Scintica Instrumentation
Targeting Hsp90 and its pathogen Orthologs with Tethered Inhibitors as a Diagnostic and Therapeutic Strategy for cancer and infectious diseases with Dr. Timothy Haystead.
Current Ms word generated power point presentation covers major details about the micronuclei test. It's significance and assays to conduct it. It is used to detect the micronuclei formation inside the cells of nearly every multicellular organism. It's formation takes place during chromosomal sepration at metaphase.
7. What are Aliphatic Hydrocarbons?
Aliphatic hydrocarbons are the organic molecules containing Carbon (C)
and Hydrogen (H) atoms in their structure; in straight chains, branched
chains or non-aromatic rings.
Aliphatic hydrocarbons can be categorized into three main groups;
alkanes, alkenes and alkynes.
Two C=C bonds
ALKADIENES or
Dienes:
X
11. pramodpadole@gmail.com By Dr Pramod R Padole
i) Alkanes:
(Saturated Hydrocarbons)
Alkanes:
The open chain saturated organic compounds
containing carbon and hydrogen only are
called as alkanes.
(i.e., Characteristic of C-C & C-H linkage)
They have the general formula CnH2n+2.
Where, n = 1,2,3,…, etc.
Examples:
1) CH4 - Methane, 2) C2H6 – Ethane,
3) C3H8 – Propane, 4) C4H10 – Butane,…… etc.
12.
13. www.themegallery.com
By Dr Pramod R Padole
In general, alkanes are non-reactive (inert)
compared to other classes of organic compounds.
1
They don’t
have
a functional
group
2
There bonds are
quite strong,
i.e., C-C (strong
bond).
Large energy is
needed/required
to break
the bond hence
less reactive
3
These two bonds are
almost non-polar and
therefore, neither
electrophilic nor
nucleophilic substitution
reaction can take place.
Can’t react with electron-
loving species or a proton
loving species
(Nucleophilic)
Reasons Reasons Reasons
14. pramodpadole@gmail.com By Dr Pramod R Padole
i) Alkanes:
(Saturated Hydrocarbons)
Alkanes contain strong C-C and C-H covalent bonds.
Therefore, this class of hydrocarbons
is relatively chemically inert.
Hence they are also called as Paraffins
(Latin, parum = little, affinis = affinity; Chemical attraction).
Sources: The most important source of alkanes is petroleum or
the natural gas associated with it. Fuel gases obtained from coal,
e.g. Coal gas, etc. contain these hydrocarbons in small amounts.
Methane (called as Marsh gas) is formed during the decay of
plants or animal tissues.
Butane is used as a fuel in lighters.
It is also used in same
camping stoves.
15. Why methane is called marsh gas?
Methane (called as Marsh gas) is formed during the decay
of plants or animal tissues.
17. pramodpadole@gmail.com
By Dr Pramod R Padole
Methods of Preparation:
i) Wurtz Reaction
or Synthesis:
or Preparation of
Higher
symmetrical
alkanes:
Preparation
Of
Alkanes
ii) Corey-House
Reaction or Synthesis:
or Preparation of Higher
unsymmetrical alkanes:
or
Coupling of alkyl halides
with organometallic
compounds:
18. Company
LOGO
Wurtz Reaction:
or Preparation of Higher symmetrical alkanes:
The Wurtz reaction is a very useful reaction in the fields of organic
chemistry and organometallic chemistry for the formation of alkanes.
In this reaction, two different alkyl halides are coupled to yield a
longer alkane chain with the help of sodium and dry ether solution.
Unhydrous Diethyl ether (dry ether) is an especially
good solvent for the formation of Higher
symmetrical alkanes using Wurtz Reaction
because ethers are non-acidic (aprotic).
19. i) Wurtz Reaction or Synthesis:
or Preparation of Higher symmetrical alkanes:
Q.1) What happens when alkyl halide is reacted with sodium metal in presence of
ether?
Q.2) How will you convert : Alkyl halide to Higher alkanes.
Q.3) Explain: Wurtz reaction with suitable example. (W-17, 4 Mark)
Q.4) What happen when, methyl bromide is reacted with sodium metal in
presence of dry ether? (W-13 & S-16, 2 Mark)
Q.5) What happen when, ethyl bromide is reacted with sodium metal in presence
of dry ether? (W-14, 2 Mark)
Q.6) How will you prepare the Butane from ethyl chloride? (Wurtz Reaction)
(S-18, 2 Mark)
Q.7) How will you convert: Methyl chloride to Propane? (W-19, 2 Mark)
Wurtz Reaction:
When alkyl halide (two molecules) is reacted or
treated with sodium metal in presence of dry ether
as a solvent; to form higher alkanes.
20. i) Wurtz Reaction or Synthesis:
or Preparation of Higher symmetrical alkanes:
{Note that: This method is particularly suitable for the preparation of symmetrical alkanes.}
22. LOGO
ii) Corey-House Reaction or
Synthesis:
or
Preparation of Higher unsymmetrical
alkanes:
or
Coupling of alkyl halides with organometallic
compounds:
alkyl halide is reacted with lithium metal in presence of solvated ether
23. Corey-House Reaction or Synthesis:
(also called the Corey–Posner–Whitesides–House
reaction and other permutations)
Corey-House Reaction:
This method was developed in late 1960s by E.J. Corey
and Herbert House, called as Corey-House synthesis.
The coupling reaction is a good synthetic way to join two
alkyl groups together to produce higher alkanes.
This versatile method is known as the Corey-House
reaction. (also called the Corey–Posner–Whitesides–
House reaction and other permutations)
Corey
Q.1) What happens when alkyl halide is reacted with lithium metal in presence
of solvated ether?
Q.2) How will you convert :- i) Alkyl halide to Higher alkanes.
Q.3) Explain: Corey-House reaction with suitable example.
Q.4) How will you prepare the Propane from ethyl bromide?
(Corey-House Reaction) (S-18, 2 Mark)
Q.5) How will you convert: Methyl chloride to Propane? (W-19, 2 Mark)
24. Corey-House Reaction or Synthesis:
(also called the Corey–Posner–Whitesides–House
reaction and other permutations)
Corey-House Reaction:
When alkyl halide is reacted or treated with
lithium metal in presence of ether as a
solvent; to form first alkyl lithium, further
it is reacted with cuprous halide; to form lithium dialkyl
cuprate (LiR2Cu). This is then treated with the second alkyl
halide; to form a new alkane as a final product along with
organocopper compound (R-Cu) and a lithium halide (LiX).
Corey
Where, R’-X should be a primary halide (second alkyl halide);
The alkyl group R- in the organometallic may be primary, secondary, or tertiary.
{Note that: This method is particularly suitable for the preparation of unsymmetrical alkanes.}
25. Corey-House Reaction or Synthesis:
(also called the Corey–Posner–Whitesides–House
reaction and other permutations)
Corey-House Reaction:
When alkyl halide is reacted or treated with lithium metal in presence of ether as a
solvent; to form first alkyl lithium, further it is reacted with cuprous halide; to form
lithium dialkyl cuprate (LiR2Cu). This is then treated with the second alkyl halide;
to form a new alkane as a final product along with organocopper compound (R-Cu)
and a lithium halide (LiX).
Corey
CH3
-Br + Li CH3
-Li + LiBr
Example:
ether
2
Methyl bromide Methyl lithium
Lithium
1)
CH3 -Li + CuI Li(CH3)2Cu + Li-I
CH3CH2 -Br + Li(CH3)2Cu CH3 -CH2CH3 + CH3Cu + Li-Br
2)
Methyl lithium
Cuprous iodide
Lithium dimethyl
cuperate
3)
Ethyl bromide Lithium dimethyl
cuperate
Propane
2
(second alkyl halide)
26. Do you know?
Why is Corey House reaction a better method for preparing
alkane than Wurtz reaction?
27. Q.1) Why is Corey House reaction a
better method for preparing alkane
than Wurtz reaction?
From Wurtz reaction we can prepare only even
carbon number of alkane but from
Corey House reaction
we can prepare odd and even carbon number alkane.
So Corey House reaction is preferred over Wurtz
reaction.
1) First four alkanes methane, ethane, propane and butane are gases.
Next thirteen members (C5 to C17) are colourless liquids.
Higher alkanes are wax like solids.
2) Alkanes are nonpolar compounds.
28.
29. Chemical Reactions of Alkanes:
Halogenation
(Addition of Halogen): 2) Aromatistion:
Formation of
Aromatic compound:
Chemical Reactions:
a) Chlorination
b) Reaction with
Iodine
in presence of
HIO3:
i) Reaction with
Chlorine:
ii) Reaction with
Excess of Chlorine:
30. pramodpadole@gmail.com
By Dr Pramod R Padole
Replacement of hydrogen atoms from alkane by halogen atom is
known as Halogenation
i) Reaction with
Chlorine
in presence of U.V.
light or heat at
623-673 K:
Chlorination
Of
Alkanes
ii) Reaction with
Excess of
Chlorine
in presence of U.V. light or
heat at
623-673 K:
31. a) Chlorination:
1) Reaction with Chlorine:
When alkane is treated or heated or reacted with chlorine
in presence of UV light or at high temperature (623-673 K);
to form haloalkane.
Q.1) What happens when methane is treated with Cl2 in presence of U.V. light or heat at 623-673 K?
(W-06, W-11 & S-15, 2 Mark)
Q.2) Compete the following reaction: (W-17, 2 Mark)
Q.3) How will you prepare Ethyl chloride from Ethane? (S-19, 2 Mark)
32. a) Chlorination:
1) Reaction with Chlorine:
When alkane is treated or heated or reacted with chlorine in presence of UV
light or at high temperature (623-673 K); to form haloalkane.
Q.1) What happens when methane is treated with Cl2 in presence of U.V. light or heat at 623-673 K?
(W-06, W-11 & S-15, 2 Mark)
Q.2) Compete the following reaction: (W-17, 2 Mark)
Q.3) How will you prepare Ethyl chloride from Ethane? (S-19, 2 Mark)
33. a) Chlorination:
1) Reaction with Chlorine:
When alkane is treated or heated or reacted with chlorine in presence of UV
light or at high temperature (623-673 K); to form haloalkane.
Q.1) What happens when methane is treated with Cl2 in presence of U.V. light or heat at 623-673 K?
(W-06, W-11 & S-15, 2 Mark)
Q.2) Compete the following reaction: (W-17, 2 Mark)
Q.3) How will you prepare Ethyl chloride from Ethane? (S-19, 2 Mark)
34. LOGO
Reaction with excess of
Chlorine:
excess of chlorine in presence of UV light or
at high temperature (623-673 K)
Reaction with excess of Chlorine:
35. By Dr Pramod R Padole
Reaction with excess of Chlorine:
When methane is treated or heated or reacted with excess of chlorine in
presence of UV light or at high temperature (623-673 K); hydrogen atoms of
methane can be replaced by chlorine atoms one by one; to form different
product of chloromethane.
CH3-H + Cl-Cl CH3
-Cl + H-Cl
UV light
or High Temp.
Examples:
1)
623-673 K
Methane Methyl
chloride
excess
CH3-Cl + Cl-Cl CH2
Cl2
+ H-Cl
UV light
or High Temp.
2)
623-673 K
excess
Methyl
chloride
Methylene dichloride
CH2
Cl2
+ Cl-Cl CHCl3
+ H-Cl
CHCl3
+ Cl-Cl CCl4 + H-Cl
UV light
or High Temp.
3)
623-673 K
excess
Methylene dichloride Chloroform
4)
623-673 K
excess
Chloroform
UV light
or High Temp.
Carbon
tetrachloride
36.
37. b) Iodination (in presence of HIO3):
Q.1) What happens when- i) Methane is treated with iodine in presence of HIO3 (Oxidizing Agent)
(S-04, W-04, S-05 & W-06, 1-2 Mark)
Q.2) Complete the reaction: CH4 + I2 HIO3 ? (W-09, 2 Mark)
Q.3) How will you convert: Methane to iodomethane? (S-10, 1 Mark)
38. company
name
b) Iodination (in presence of HIO3):
When alkane is treated or reacted with iodine in
presence of strong oxidizing agent, such as HIO3,
HNO3 or HgO, etc.; to form alkyl iodide.
R -H + I -I + HIO3
R -I + H2O
CH3 -H + I -I + HIO3 CH3 -I + H2O
5 2 5 3
Alkane Alkyl iodide
General Reaction:
Examples: 1) 5 2 5 3
Methane Methyl iodide
5 C2H5 -H + I -I + HIO3
C2H5 - I + H2O
2 5 3
Ethyl iodide
Ethane
2)
43. LOGO
Mechanism of Chlorination of Methane:
When methane is treated or heated or reacted
with chlorine in presence of UV light or at high
temperature (623-673 K); to form chloro-methane
or methyl chloride.
CH3-H + Cl-Cl CH3
-Cl + H-Cl
Examples:
623-673 K
UV light
or High Temp.
Methane Methyl
chloride
Q.1) Discuss / Explain the mechanism of chlorination of Methane.
(S-04, S-06, W-07, W-13, W-15 & S-17, 4 Mark)
Q.2) Discuss the mechanism of the following reaction: (S-05, 4 Mark)
CH4 + Cl2 U.V light CH3Cl + HCl
Q.3) Discuss / Explain free radical mechanism of chlorination of Methane.(S-07, S-08, W-09 & W-10, 3 Mark)
44. LOGO
Mechanism of Chlorination of Methane:
1) Homolytic fission can be done by using UV light or at high
temperature or peroxide.
2) Generally, a covalent bond between two same atoms or two atoms
having nearly same eletronegativity, undergo homolysis.
3) Generally, homolysis is favoured by following factors:
a) Gaseous state of reactants.
b) At high temperature or in presence of sunlight, UV light, etc.
c) Non-polar solvents.
d) In presence of peroxide.
Fission
Homolytic fission or Homolysis
(Homo = same, lysis = breaking)
Heterolytic fission or Heterolysis
(Hetero = different, lysis = breaking)
45. Mechanism: (Free Radical Mechanism)
Chlorination of methane follows Free radical mechanism and involved
three steps.
Step-I) Chain Initiation: where a radical species is generated, generally by
heat, light, or other catalytic process.
When chlorine molecule is heated in presence of UV light or at high
temp. (623-673 K), undergoes homolytic fission; to form chlorine free
radicals.
Cl-Cl Cl + Cl
* *
623-673 K
UV light
or High Temp.
Chlorine
molecule Chlorine free radical
Homolysis
46. Mechanism: (Free Radical Mechanism)
Step-II) Chain Propogation: here one radical species interacts with
another molecule to create another radical species.
a) When chlorine free radical attacks on methane; to form
methyl free radical.
Cl*
CH3
-H CH3
+ H-Cl
*
Chlorine free radical
+
Methane Methyl
F.R.
47. Mechanism: (Free Radical Mechanism)
Step-II) Chain Propogation: here one radical species interacts with
another molecule to create another radical species.
b) When methyl free radical is reacted with chlorine; to form
methyl chloride & Cl free radical.
CH3 + Cl-Cl
*
CH3-Cl + Cl
*
Methyl chloride Chlorine free radical
Methyl
F.R.
In above reaction, regeneration of chlorine free radical is take place.
This two reactions (a & b) repeated over & over again.
So, this step is known as chain propogation step.
48. Mechanism: (Free Radical Mechanism)
Step-III) Chain Termination: where two radical species interact and
quench the radical reaction an form a stable product.
Chain reaction can be stop or end by the combination of two F.R.
as shown below,
Cl + Cl Cl2
CH3
+ Cl CH3
-Cl
CH3
+ CH3
CH3
-CH3
i)
* *
ii)
* *
iii)
* *
The final stage of a radical reaction is the termination reaction which
quenches the radical species present. For the methane – chlorine
reaction this is the formation of the chloromethane (CH3Cl).
50. Aromatization:
Formation of Aromatic compound:
Q.1) Explain the term:- Aromatisation of an alkane with a suitable example.
(S-04, W-04, W-05, S-06, W-06, W-08, S-09, S-10, W-10, S-11 & S-15, 2 Mark)
Q.2) How can you bring the following conversions? (S-07 & S-09, 2 Mark)
i) Benzene from n-Hexane.
Q.3) How will you convert: n-hexane to benzene? (W-11 & S-18, 2 Mark)
Q.4) Complete the following reaction:
Q.5) Write short note on: Aromatisation of an alkane. (W-16, 2 Mark)
Q.6) What happen when n-hexane heated with Cr2O3 supported over alumina?(S-17, 2 Mark)
51. Aromatization:
Formation of Aromatic compound:
e.g. 1) When vapours of n-hexane is passed over Cr2O3
catalyst supported over Al2O3 at 873 K (600oC); to form
Benzene (& H2 is set free).
e.g. 2) When vapours of n-heptane is passed over Cr2O3
catalyst supported over Al2O3 at 873 K (600oC); to form
Toluene (& H2 is set free).
CH3
CH2
CH2
CH2
CH2
CH3 Cr2
O3
/ Al2
O3
n-Hexane
, at 873 K
+ 4 H2
Benzene
CH2
CH2
CH2
CH2
CH2
CH3 Cr2
O3
/ Al2
O3
CH3
CH3
n-Heptane
, at 873 K
+ 4 H2
Toluene
52. Aromatization in alkane can be brought by using Cr2O3
catalyst supported over Al2O3 at 873 K (600oC).
This process is known as reforming.
In this reaction, one hydrogen atom is removed from each
terminal carbon atom of n-hexane to form cyclohexane.
This is cyclization reaction.
This is followed by the removal of three hydrogen
molecules to form benzene. This is aromatization
reaction.
53. D. Con. H2SO4
B. Fe2O3
A. Al2O3
Aromatization in alkane can be
brought by using:
C. Cr2O3 /Al2O3 at 873 K (600oC)
54. Company
LOGO
ii) Alkenes:
Alkenes are also called olefins
because the lower members forms an oily products
on treatment with chlorine or bromine.
(Latin word : Olefiant - oil forming) or
( Oleum = oil ; fiacre = to make).
57. ii) ALKENES:
Q.1) Define Alkenes.
Q.2) Aliphatic unsaturated hydrocarbon containing one carbon-carbon double bond (C = C bond) is
called _____. (W-11 & S-15, ½ Mark)
Defination:
Aliphatic unsaturated hydrocarbons containing one carbon-carbon
double bond (C = C bond) are called alkenes. (W-11, ½ Mark)
Or
Aliphatic unsaturated hydrocarbon containing one carbon-carbon
double bond (C = C bond) are called alkenes. (S-15, ½ Mark)
They are represented by the general formula CnH2n
Where, n is the number of C-atoms & n = 2, 3, 4, etc.
e.g. 1) CH2= CH2 2) CH3CH= CH2
Ethylene Propylene
Alkenes are also called olefins because the lower members forms
an oily products on treatment with chlorine or bromine. (Latin word :
Olefiant - oil forming) or ( Oleum = oil ; fiacre = to make).
58.
59. Q.1) Write the IUPAC / Common names.
According to the common name system olefins are named as
'alkylenes'.
In these suffix “ane” of the corresponding alkane is replaced by “ylene”
In the IUPAC system their names are obtained by replacing the suffix
'ane' of an alkane by 'ene'.
60.
61. By Dr Pramod R Padole
Sources of Alkenes or Preparation of Alkenes:
Dehydration of
alcohols:
a) By using conc. H2SO4
(as a dehydrating agent):
(Liquid Phase Dehydration)
&
b) By using Alumina,
(Al2O3):
(Vapour Phase Dehydration)
Alkenes
Preparation:
Dehydrohalogenation
of
Alkyl Halides:
62. Dehydration of Alcohols:
Preparation of Alkenes form Alcohols:
Dehydration of
alcohols:
a) By using
conc. H2SO4 :
(as a dehydrating
agent):
(Liquid Phase
Dehydration)
Dehydration
of
Alcohol:
Dehydration of
alcohols:
b) By using
Alumina,
(Al2O3):
(Vapour Phase
Dehydration)
63. By Dr Pramod R Padole
Preparation of Alkenes form Alcohols
or Dehydration of Alcohols:
1) Dehydration of alcohols:
Dehydration means removal of water molecule from adjacent
C-atoms (α , β carbon atoms) and produces alkenes.
Dehydration of alcohol is a β-elimination reaction.
Alcohols are dehydrated by conc. H2SO4 or Alumina (Al2O3) or
H3PO4 or P2O5.
The decreasing order of reactivity of alcohols in dehydration is,
Tertiary (3o) > Secondary (2o) > Primary (1o)
Q.1) How are alkenes prepared from alcohols? Give mechanism.
Q.2) Discuss the mechanism of dehydration of alcohols.
Q.3) Explain the mechanism of dehydration of ethyl alcohol (ethanol). (S-12 & S-13, 4 Mark)
Q.4) Give the preparation of ethylene form ethyl alcohol and discuss its mechanism. (S-14, 4 M)
Q.5) How will you prepare 1-Propene from 1-Propanol? (S-18, 2 Mark)
64. Dehydration of Alcohols:
a) By using conc. H2SO4 (as a dehydrating agent):
(Liquid Phase Dehydration)
Primary Alcohol Secondary Alcohol
3o Alcohols
When alcohols on heating with conc. H2SO4 (at different temp.)
undergo dehydration; to form alkenes
conc. H2SO4
(95% H2SO4)
423-453 K
(150oC-180oC)
60% H2SO4
373 K
(100oC)
20% H2SO4
at 363 K (90oC)
65. pramodpadole@gmail.com Dr Pramod R Padole
Preparation of Alkenes form Alcohols:
a) By using conc. H2SO4 (as a dehydrating
agent): (Liquid Phase Dehydration)
When alcohols on heating with conc. H2SO4
(at different temp.) undergo dehydration;
to form alkenes.
66. pramodpadole@gmail.com Dr Pramod R Padole
Preparation of Alkenes form Alcohols:
a) By using conc. H2SO4 (as a dehydrating
agent): (Liquid Phase Dehydration)
CH3CH2CH2OH
95% H2SO4
CH3CH CH2
1-propanol
1-propene
423-453 K
+ H2O
67. Preparation of Alkenes form Alcohols:
From 2o Alcohols:
{Note that:- Certain alcohols on dehydration produce two isomeric alkenes.}
68. Preparation of Alkenes form Alcohols:
From 3o Alcohols:
When tert-butyl alcohol is heated with 20% H2SO4 at 363 K
(90oC); to form iso-butylene.
69. Preparation of Alkenes form Alcohols:
From 2o Alcohols:
Q.1) Explain Saytzeff rule. (S-18, 2 Mark)
Saytzeff's rule state that, in elimination reaction; hydrogen atom
from β- carbon atoms is preferentially eliminated having less no. of H-atoms &
to form major product is a more substituted alkene.
(at the University of Kazan, Russian chemist Alexander Zaitsev studied a variety of different
elimination reactions )
This is because the more substituted alkene is
more stable and it is formed more easily.
For example:
When sec-butyl alcohol is heated with 60% H2SO4 at 373 K (100oC);
to form 2-butene as a major product by Saytzeff rule.
C C
H3C
H
H OH
H
C
H
H
H
H3C CH CH CH3
H3C CH2 CH CH2
1-butene
(minor product)
2-butene
(major product)
2-Butanol
60% H2SO4
at 373K
(- H2O)
Zaitsev's rule
(or Saytzeff's rule, Saytzev's rule)
70. LOGO
Mechanism of Dehydration of Alcohol:
Q.1) Explain the mechanism of dehydration of ethyl alcohol (ethanol). (S-12 & S-13, 4 Mark)
Q. 2) Give the preparation of ethylene form ethyl alcohol and discuss its mechanism. (S-14, 4 Mark)
71. Mechanism of Dehydration of ethyl alcohol:
The mechanism of acid catalysed dehydration of
alcohols is illustrated here by taking example of
ethyl alcohol.
Consider the reaction:
The mechanism of dehydration involves
following three steps.
Step-1) Protonation of alcohol; to form protonated
alcohol.
72. Mechanism of Dehydration of ethyl alcohol:
Step-1) Protonation of alcohol; to form protonated
alcohol.
Step-2) Dissociation of protonated alcohol; to form
carbocation.
H2
SO4
H + HSO4
+ -
73. Mechanism of Dehydration of ethyl alcohol:
Step-3) Loss of proton from carbocation; to
form alkene.
Ethyl carbocation
-----*****-----
75. LOGO Mechanism of Dehydration of n-propyl alcohol:
Mechanism:
The mechanism of dehydration involves following
three steps.
Step-1) Protonation of alcohol; to form protonated
alcohol.
CH3CH2CH2OH
95% H2SO4
CH3CH CH2
1-propanol
1-propene
423-453 K
+ H2O
Reaction:
H2
SO4
H + HSO4
+ -
C CH2
H3C
H
H
OH
C CH2
H3C
H
H
OH2
H
from Acid
protonated alcohol
1-Propanol
76. LOGO Mechanism of Dehydration of n-propyl alcohol:
Mechanism:
Step-2) Dissociation of protonated alcohol; to form
carbocation.
Step-3) Loss of proton from carbocation; to form
alkene.
C CH2
H3C
H
H
OH2
protonated alcohol
C CH2
H3C
H
H
+ H2O
n-propyl cation
C CH2
H3C
H
H
n-propyl cation
HSO4 CH3 CH CH2 H2SO4
propene
78. Dehydration of Alcohols:
b) Dehydration of alcohols: By using Alumina, (Al2O3):
(Vapour Phase Dehydration)
Primary Alcohol Secondary Alcohol
3o Alcohols
When alcohols can also be dehydrated by passing their vapours over
heated alumina (Al2O3) tube at 623-423 K; to form alkenes.
Al2O3
623 K
(________oC)
Al2O3
523 K
(_____oC)
Al2O3
at 423 K (_____oC)
350
250
150
81. LOGO
Dehydrohalogenation of Alkyl Halides:
Defination:
The reaction in which hydrogen atom and halogen atom are
removed from adjacent carbon atoms (α , β carbon atoms);
to form alkene is known as dehydrohalogenation reaction
or elimination reaction or α-β elimination reaction or
β elimination reaction.
Alkyl halides undergo dehydrohalogenation when heated
with alcoholic KOH or NaOH (alkali); to form alkenes.
The decreasing order of reactivity of alkyl halides in
dehydrohalogenation is,
Tertiary (3o) > Secondary (2o) > Primary(1o)
82. LOGO
Dehydrohalogenation of Alkyl Halides:
From 1o Alkyl halide:-
Q.1) How will you convert Ethyl bromide to ethylene. (S-11, 1 Mark)
Q.2) What happens when- Ethyl bromide is heated with alcoholic KOH? (W-11 & W-12, 1 Mark)
Q.3) What happen when, Ethyl bromide is heated with alcoholic KOH? (S-14, 2 Mark)
Q.4) Ethyl bromide when treated with alcoholic KOH gives _____________. (W-14, ½ Mark)
Q.5) Give the preparation of ethylene from ethyl bromide and discuss its mechanism. (S-16, 4 M)
Q.6) Complete the following reaction: (S-17, 2 Mark)
H3C CH2 Br Alcohol
KOH H2C CH2
Ethylene
Ethyl bromide
+ + KBr + H2O
83. LOGO
Dehydrohalogenation of Alkyl Halides:
From 2o Alkyl halide:
e.g. (i) From iso-propyl chloride:
CH3CHCH3
Cl
KOH CH3CH=CH2 KCl H2 O
+
Alcohol
+ +
iso-propyl chloride
Propylene
Q.1) Explain Saytzeff rule. (S-18, 2 Mark)
Saytzeff's rule state that, “In elimination reaction; hydrogen atom from
β- carbon atoms is preferentially eliminated from that C-atom having less no. of
H-atoms & to form major product is a more substituted alkene”.
This is because the more substituted alkene is more stable and it is formed
more easily.
C C
H3C
H
H Br
H
C
H
H
H
H3C CH CH CH3
H3C CH2 CH CH2
1-butene
(minor product)
Less substituted product
2-butene
(major product)
More substituted product
2-Butyl bromide
or 2-Bromobutane
(- H2O)
alcoholic
KOH
(- KBr)
84. pramodpadole@gmail.com By Dr. Pramod R. Padole
Mechanism of
Dehydrohalogenation:
E1
Mechanism:
(Unimolecular
Elimination
reaction):
Mechanism
of Dehydrohalogenation:
E2
Mechanism:
(Bimolecular
Elimination
reaction)
There are two mechanisms of dehydrohalogenation of alkyl halides through,
85. What Do The E1 and E2 Reactions
Have In Common?
Here’s what each of these two reactions has in
common:
in both cases, we form a new C-C π bond,
and break a C-H bond and a C–(leaving
group) bond
in both reactions, a species acts as a base to
remove a proton, forming the new π bond
both reactions follow Zaitsev’s
rule (where possible)
both reactions are favored by heat.
86. How Are The E1 and E2 Reactions
Different?
Now, let’s also look at how these two mechanisms
are different.
Let’s look at this handy dandy chart:
87.
88. E1 Mechanism:
(Unimolecular Elimination reaction):
Unimolecular Elimination (E1) is
a reaction in which the removal of an HX
substituent results in the formation of a
double bond.
It is similar to
(i)a unimolecular nucleophilic substitution
reaction (SN1) in various ways. One being the
formation of a carbocation intermediate.
(ii) Also, the only rate determining (slow) step is
the dissociation of the leaving group to form
a carbocation, hence the name unimolecular.
89. E1 Mechanism:
(Unimolecular Elimination reaction):
Tertiary alkyl halides undergo dehydrohalogenation in a
solution of low base concentration by E1 mechanism.
For example,
Q.1) Explain E1 mechanism with suitable example. (W-16 & W-17, 4 Mark)
Q.2) E1 mechanism, _______ reactants involved in rate determining step.
(a) 1 (b) 2 (c) 3 (d) 4 (S-18, ½ Mark)
Q.3) Explain the E1 mechanism. (S-19, 4 Mark)
C CH3
CH3
H3C
Br
OH
C CH2
CH3
H3C
2-bromo-2-methyl-propane
or tert-butyl bromide
2-methyl-propene
or isobutylene
or
CH3O
H2O
or
CH3-OH
+ Br
NaOH + CH3-OH CH3O--Na + H2O
(ii)
(i) NaOH Na + OH
Alcohol
OR
90. E1 Mechanism:
(Unimolecular Elimination reaction):
The mechanism of involves following two steps -
Step-1) Dissociation of alkyl halide; to form carbocation and
halide ion (bromide ion).
This is slow step hence called as rate determining step
(only one reactant is involved).
Step-2) Loss of proton from carbocation; to form alkene.
OH
2-methyl-propene
or isobutylene
or
CH3O
H2O
or
CH3-OH
C CH3
CH3
H2
C
H
Fast
C CH2
CH3
H3C
Abstraction of proton by base
91.
92.
93.
94. LOGO
E2 Mechanism:
(Bimolecular Elimination reaction)
Q.1) Explain E2 mechanism and state Saytzeff rule. (S-18, 4 Mark)
Q.2) Explain E2 mechanism with example. (W-19, 4 Mark)
E2 stands for bimolecular elimination.
The reaction involves a one-step mechanism in which carbon-hydrogen and carbon-halogen
bonds break to form a double bond (C=C Pi bond).
E2 is a single step elimination, with a single transition state.
E2, bimolecular elimination, was proposed in the 1920s by British chemist Christopher Kelk Ingold.
Unlike E1 reactions, E2 reactions remove two subsituents with the addition of a strong base, resulting
in an alkene.
95. E2 Mechanism:
(Bimolecular Elimination reaction)
Primary alkyl halides undergo dehydrohalogenation in a
solution of high base concentration by E2 mechanism.
For example,
OH
or
C2H5O
H2O
or
C2H5OH
+ Br
NaOH + C2H5OH C2H5O--Na + H2O
(ii)
(i) NaOH Na + OH
Alcohol
OR
CH3-CH2-Br + CH2 CH2
Ethene
or Ethylene
Ethyl bromide
96. E2 Mechanism:
(Bimolecular Elimination reaction)
The mechanism involves only one step (called concerted
mechanism).
The removal of halide ion from α(alpha) carbon atom and
abstraction of proton from β(beta) carbon atom by OH- take
place simultaneously.
C H
H
C
Br
H
H
H
OH
or
C2H5O
H2O
or
C2H5OH
+ Br
+
CH2 CH2
Ethene
or Ethylene
Ethyl bromide
Abstraction of proton by base
RDS
Note:-
Secondary alkyl halides undergo dehydrohalogenation by both E1 and E2 mechanisms.
A low concentration of base favours E1 mechanism while its high concentration favours E2 mechanism.
97.
98.
99.
100.
101.
102. Chemical Reactions of Alkenes:
Halogenation
(Addition of Halogen):
Hydrohalogenation
( Addition
of
Halogen acid,
HX):
Chemical Reactions:
a) Chlorination b) Bromination:
in presence of CCl4
(inert / organic solvent)
Symmetrical
alkene
Unsymmetrical
alkene
Geminal
Dihalides
(1,1-dihalides) Vicinal dihalides
(1,2-dihalides)
X
103. Addition of halogen atoms is known as Halogenation
pramodpadole@gmail.com
By Dr Pramod R Padole
i) Reaction with
Chlorine
in presence of
CCl4
(inert / organic solvent):
Halogenation
Of
Alkanes
ii) Reaction with
Bromine
in presence of
CCl4
(inert / organic solvent) :
104.
105.
106. 1) Halogenation (Addition of Halogens):
Or Preparation of Vicinal dihalide(1,2-dihalide)
Alkenes undergo an addition reaction with halogens;
the halogen atoms partially break the carbon-carbon double
bond in the alkene to a single bond and add across it. ...
Addition of halogens to Alkene:
When alkene is treated or reacted with halogens (chlorine
and bromine only) in presence of CCl4 (inert /organic solvent);
to form vicinal dihalides (or 1,2-dihalides).
107.
108. a) Chlorination (Addition of Chlorine):
e.g. i) From ethylene:
When ethylene (ethene) is treated or reacted with chlorine
in presence of CCl4 (inert / organic solvent) ; to form ethylene
dichloride (or 1,2-dichloroethane).
Q.1) How will you bring the following conversions? (S-09 & W-09, 1 Mark)
i) Ethylene dichloride from ethylene (ethene).
Q.2) How will you bring the following conversions? (S-10, 1 Mark)
i) Propylene dichloride from propylene (propene).
Q.3) Discuss the (Electrophilic or Free Radical) mechanism of addition of chlorine to ethylene (or propylene).
Q.4) Complete the following reaction: (S-15, 2 Mark)
Q.5) What happens when: Propane on treatment with chlorine in presence of U.V. light? (W-18, 2 Mark)
CH2=CH2
Cl2
CCl4
CH2
- CH2
Cl Cl
+ (Inert solvent)
Ethylene Ethylene dichloride (1,2-dichloroethane)
109. a) Chlorination (Addition of Chlorine):
e.g. ii) From Propylene:-
When propylene (propene) is treated or reacted with chlorine
in presence of CCl4 (Inert / organic solvent); to form
propylene dichloride (or 1,2-dichloropropane).
Q.1) How will you bring the following conversions? (S-09 & W-09, 1 Mark)
i) Ethylene dichloride from ethylene (ethene).
Q.2) How will you bring the following conversions? (S-10, 1 Mark)
i) Propylene dichloride from propylene (propene).
Q.3) Discuss the (Electrophilic or Free Radical) mechanism of addition of chlorine to ethylene (or propylene).
Q.4) Complete the following reaction: (S-15, 2 Mark)
Q.5) What happens when: Propane on treatment with chlorine in presence of U.V. light? (W-18, 2 Mark)
CH3CH=CH2 Cl2
CCl4
CH3
CH - CH2
Cl Cl
+ Inert Solvent
Propylene dichloride(1,2-dichloropropane)
113. b) Bromination (Addition of Bromine)
e.g. i) From ethylene:
When ethylene reacts with bromine in presence of CCl4 (inert / organic
solvent); to form ethylene dibromide (or 1,2-dibromoethane).
For example,
Q.1) How will you bring the following conversions? (S-10 & S-12, 1 Mark)
Ethylene dibromide from ethylene (ethene).
Q.2) What happens when ethylene is treated with - (S-04, W-13 & W-14, 2 Mark)
Bromine in presence of Carbon tetrachloride (CCl4)?
Q.3) Discuss the (Electrophilic or Free Radical) mechanism of addition of bromine to ethylene (or
propylene).
Q.4) Complete the following reaction. (S-13, 2 Mark)
Q.5) How will you convert: Ethylene into ethyl bromide? (S-16, 2 Mark)
114. b) Bromination (Addition of Bromine):
e.g. ii) From Propylene:-
When propylene (propene) is treated or reacted with bromine in
presence of CCl4 (Inert / organic solvent); to form propylene dibromide
(or 1,2-dibromopropane).
Q.1) How will you bring the following conversions? (S-10 & S-12, 1 Mark)
Ethylene dibromide from ethylene (ethene).
Q.2) What happens when ethylene is treated with - (S-04, W-13 & W-14, 2 Mark)
Bromine in presence of Carbon tetrachloride (CCl4)?
Q.3) Discuss the (Electrophilic or Free Radical) mechanism of addition of bromine to ethylene (or
propylene).
Q.4) Complete the following reaction. (S-13, 2 Mark)
Q.5) How will you convert: Ethylene into ethyl bromide? (S-16, 2 Mark)
115. LOGO Confirmatory Test: On adding to an alkene, the brown colour of bromine in CCl4 disappears.
Mechanism of
halogenations:
Halogenation of an alkene takes place by electrophilic addition
mechanism as well as Free radical mechanism.
116. LOGO
By Dr Pramod R Padole
Mechanism of halogenations:
Free Radical
Addition
Mechanism
of
Br2
to Ethylene:
Electrophilic
(or Ionic)
addition
Mechanism
of
Br2 / Cl2 :
Mechanism
Of Halogenations
117. LOGO
By Dr Pramod R Padole
Electrophilic (or Ionic) addition Mechanism of Br2 / Cl2 :
It is an ionic reaction initiated by the electrophile (Br+ ) released
from Br2 .
The mechanism of addition of Br2 / Cl2 to the ethylene (ethene)
reaction involves three steps.
Step-1) Formation of an electrophile( Br+) :-
When Br2 undergoes heterolytic fission (ionizes on interaction
with π – electron cloud) ; to form Br+ ion (bromonium ion) as an
electrophile & Br- ion(bromide ion) as a nucleophile.
Q.1) Explain the mechanism of addition of bromine to ethylene. (S-12, 4 Mark)
118. LOGO
By Dr Pramod R Padole
Electrophilic (or Ionic) addition Mechanism of Br2 / Cl2 :
Step -2) Formation of Carbonium ion
Or Attack of an electrophile ( Br+) :-
When Br+ ion, as an electrophile, attacks on the C=C bond
of the ethylene; to form carbonium ion
Q.1) Explain the mechanism of addition of bromine to ethylene. (S-12, 4 Mark)
119. LOGO
By Dr Pramod R Padole
Electrophilic (or Ionic) addition Mechanism of Br2 / Cl2 :
Step-3) Formation of Product Or Attack of a nucleophile( Br -):
When Br – ion, as a nucleophile, then attacks to the
carbonium ion from opposite side(back side) ; to form
ethylene dibromide(vicinal dibromide).
Q.1) Explain the mechanism of addition of bromine to ethylene. (S-12, 4 Mark)
C - C
H
H
H H
Br
Carbonium ion
Br C
C
H
H
H
H
Br
Br
+ Back side attack
Nucleophile
( )
Bromide ion 1,2-dibromoethane
(Ethylene dibromide)
Above mechanism of addition of bromine to ethylene / propylene
in another way as below,
120. Mechanism (Electrophilic addition):
Above mechanism of addition of bromine to ethylene /
propylene in another way as below,
Consider the addition of bromine to propene, it involves
following steps:
121. Mechanism (Electrophilic addition):
Step -1: Electrophilic attack forms bromonium ion and bromide ion.
Step - 2: The bromide ion attacks on bromonium ion from back side; to form
1, 2-dibromopropane.
122. LOGO
“ Add your company slogan ”
Free Radical
Addition Mechanism
of Br2 to Ethylene:
123. Free Radical Addition Mechanism of Br2 to Ethylene:
In the presence of sun light (h)ע / peroxide / heat at high temp., the addition
of Br2 to ethylene / propylene takes place; to from vicinal dihalide.
Mechanism:
It is a free radical addition reaction initiated by bromine free radical (Br.).
The mechanism involves three steps.
Step-1) Chain Initiation: When bromine molecule undergoes homolytic
fission; to form bromine free radicals (Br*).
Br Br Br Br
Homolysis
+
* *
Bromine
molecule
Bromine Bromine
free radical free radical
124. Free Radical Addition Mechanism of Br2 to Ethylene:
Mechanism:
Step-2) Chain Propagation:
a) When bromine free radical attacks on ethylene; to form the ethylene free
radical.
b) When ethylene free radical attacks on Bromine molecule; to form ethylene
dibromide & bromine free radical again.
Br
CH2 = CH2
CH2--CH2--Br
*
Bromine
free radical
+
Ethylene
*
ethylene free radical
In step-2) The reactions (a) & (b) are repeated over and over again, called as propagation step.
125. Free Radical Addition Mechanism of Br2 to Ethylene:
Mechanism:
Step -3) ChainTermination –
The above chain reaction comes to an end (or stopped / terminated) by
combination of two free radicals.
(For Home work)
Q.1) Discuss the Electrophilic or ionic mechanism of addition of chlorine to
ethylene / propylene.
-----*****-----
Q.2) Explain the mechanism for photochemical addition of chlorine to ethylene /
propylene. (S-19, 4 Mark)
-----*****-----
Q.3) Discuss the Free radical mechanism of addition of chlorine to ethylene /
propylene.
-----*****-----
127. LOGO
By Dr Pramod R Padole
Hydrohalogenation:
Unsymmetrical
alkene
e.g.
CH3-CH=CH2
Symmetrical
alkene
e.g.
CH2=CH2
H-X
Addition of
Halogen acid,
128. LOGO
Symmetrical alkene ( e.g. CH2=CH2 ):
a) Reaction with HBr:
When ethylene is treated or reacted with strong aq. solution
of HBr ; to form ethyl bromide.
b) Reaction with HCl:
When ethylene is treated or reacted with strong aq. solution
of HCl ; to form ethyl chloride.
Q.1) What happens when ethylene is treated / reacted with strong aqueous solution of HBr.
Q.2) What happens when ethylene is treated with HBr? (W-11 & S-16, 2 Mark)
Q.3) Complete the following reaction: (S-14 & W-17, 2 Mark)
CH2
= CH2 H Cl CH3
CH2
-Cl
+
Ethylene Ethyl Chloride
The decreasing order of ease of addition of hydrogen halide is,
HI> HBr >HCl
129. Mechanism of HBr addition:
HBr molecule is polarized
because there is a electronegativity difference between hydrogen and bromine atoms.
Also, electrons density around the double bond is higher.
(due to higher electrons density), those places can be attracted by positive charges.
131. pramodpadole@gmail.com By Dr Pramod R Padole
Hydrohalogenation on
Unsymmetrical alkene:
Markownikoff’s
Rule:
or
Markovnikov
Rule:
(Anti Peroxide
Effect)
Alkene
Unsymmetrical
Anti-
Markownikoff’s
Rule :
(Peroxide Effect
Or
Kharasch effect):