Reserpine(Structure Elucidation, Extraction and Isolation)Mohammad Khalid
Reserpine(Structure Elucidation, Extraction and Isolation)
Introduction
Constitution of reserpine
Structure of Reserpic acid
Structure of Yobyrine
Synthesis of Yobyrine
Structure of Reserpine
Synthesis of Reserpine
Classification
Extraction
Isolation:
Identification test
Mode of Action
Reserpine(Structure Elucidation, Extraction and Isolation)Mohammad Khalid
Reserpine(Structure Elucidation, Extraction and Isolation)
Introduction
Constitution of reserpine
Structure of Reserpic acid
Structure of Yobyrine
Synthesis of Yobyrine
Structure of Reserpine
Synthesis of Reserpine
Classification
Extraction
Isolation:
Identification test
Mode of Action
Organic Chemistry: Carbonyl Compounds and Nitrogen CompoundsIndra Yudhipratama
Organic Chemistry: Carbonyl Compounds and Nitrogen Compounds
Discussing nucleophilic addition on carbonyl discussion and reactions on carboxylic acid and its derivates. Also a brief description about amino acids and protein structures
Organic Chemistry: Carbonyl Compounds and Nitrogen CompoundsIndra Yudhipratama
Organic Chemistry: Carbonyl Compounds and Nitrogen Compounds
Discussing nucleophilic addition on carbonyl discussion and reactions on carboxylic acid and its derivates. Also a brief description about amino acids and protein structures
2. Chemistry of Aliphatic Compounds: Introduction, methods of preparation, physical and chemical properties and pharmaceutical applications of alcohols, aldehydes, ketones, hydrocarbons, ester, ethers, amines, amides and carboxylic acids.
In organic chemistry, a carbonyl group is a functional group composed of a carbon atom double-bonded to an oxygen atom: C=O. It is common to several classes of organic compounds, as part of many larger functional groups. A compound containing a carbonyl group is often referred to as a carbonyl compound.
Preparation, reactions, Acidity, effect of substituents on acidity, structure and uses of carboxylic acid and identification tests for carboxylic acid, amide and ester
The combination of a carbonyl group and a hydroxyl on the same carbon atom is called a carboxyl group. Compounds containing the carboxyl group are called carboxylic acids. The carboxyl group is one of the most widely occurring functional groups in organic chemistry.
Aromatic Carboxylic acids: Carboxylic acids have an aryl group bound to the carboxyl group is known as aromatic carboxylic acids. The general formula of an aliphatic aromatic carboxylic acid is Ar-COOH.
Acidity of carboxylic acid:
A carboxylic acid may dissociate in water to give a proton and a carboxylate ion. Dissociation of a carboxylic acid involves breaking an O-H bond gives a carboxylate ion with the negative charge spread out equally over two oxygen atoms, compared with just one oxygen atom in an alkoxide ion. The delocalized charge makes the carboxylate ion more stable therefore; dissociation of a carboxylic acid to a carboxylate ion is less endothermic.
Preparation Methods:
1. Oxidation:
The oxidation of aldehyde with oxidizing agents such as CrO3 to forms carboxylic acids containing the same numbers of carbon atoms with a oxidizing agents like chromic acid, chromium trioxide. The silver oxide (Ag2O) in aqueous ammonia solution (Tollen’s reagent) is mild reagent give good yield at room temperature. E.g. Acetaldehyde reacts with CrO3 in aqueous acid to give acetic acid.
2. Grignard reagents (from CO2):
Carboxylic acid can be prepared by the reaction of Grignard reagent (alkyl magnesium halide) with carbon dioxide (CO2) in presence of dry ether. Grignard reagents react with carbon dioxide to forms a magnesium carboxylates which on hydrolysis by dilute HCl produces carboxylic acids.
3. Hydrolysis of nitrile:
The hydrolysis of nitrile or cyanide in presence of dilute acid to forms a carboxylic acid. In this reaction –CN group is converted to a –COOH group.
4. Hydrolysis Reactions:
All the carboxylic acid derivatives can be hydrolyzed into the carboxylic acid in the acidic or basic media; the hydrolysis reaction is fast and occurs in presence of water with no acid or base catalyst.
1. From Ester (Hydrolysis of ester): Ester can be hydrolyzed in either acidic or basic medium to yield carboxylic acid. The ester is heated with an excess of water contains strong acid or base catalyst.
Properties of Carboxylic Acids:
1. Low molecular weights carboxylic acids are colourless liquid at room temperature i.e. lower member ate liquid up to C9 and have characteristic odors whereas higher members are solid.
2. Carboxylic acids are polar organic compound. Low molecular weight carboxylic acids (first four members) are soluble in water whereas solubility in water decrease as molecular weight and chain lengthing increases.
3. Aromatic acids are insoluble in water.
4. Carboxylic acids have higher melting and boiling point due to their capacity to readily form stable hydrogen-bonded dimers.
7. Physical properties
Physical
state: Methanoic acid and ethanoic
acid are liquids, while propanoic acid and
butanoic acid are solids
Short chain carboxylic acids are soluble in
water due to the polar COOH group
Carboxylic acids are soluble in non-polar
solvents such as cyclohexane
8. Boiling points of carboxylic acids
Boiling
points higher than the corresponding
alcohols
This is because carboxylic acids form
dimers, where two carboxylic acid molecules
are held together by two hydrogen bonds
This is possible due to polarity in both the
C=O and O-H bonds in each carboxylic acid
molecule
10. Occurrence and uses
Methanoic
acid is found in the sting of ants
and nettles
Ethanoic acid is the principal acid in vinegar
Ethanoic acid is used in the manufacture of
cellulose acetate
Propanoic acid, benzoic acid and their salts
(e.g. sodium benzoate) are used as food
preservatives