The document summarizes an experiment to synthesize benzyl from benzoin. Benzoin is reacted with concentrated nitric acid, which oxidizes the alcohol group to a ketone, forming benzil. This is done by heating a mixture of benzoin and nitric acid on a water bath for 1.5 hours. The benzil product is purified by crystallization and has a melting point of 94-96°C. The percentage yield of benzil obtained is calculated to be 92% based on the theoretical and practical yields.
STEREOSPECIFIC REACTION, STEREOSELECTIVE REACTION, OPTICAL PURITY, ENANTIOMERIC EXCESS.. all these topics are explained in this slide with examples and formula.
STEREOSPECIFIC REACTION, STEREOSELECTIVE REACTION, OPTICAL PURITY, ENANTIOMERIC EXCESS.. all these topics are explained in this slide with examples and formula.
Benzene and its derivatives- According to PCI Syllabus Ganesh Mote
Benzene history, nomenclature, orbital structure, resonance structure, kekule structure,synthetic evidences, structural and analytical evidences, Directive effect of benzene, structure and uses of DDT, BHC, saccharine
Benzilic acid rearrangement. The benzilic acid rearrangement is formally the 1,2-rearrangement of 1,2-diketones to form α-hydroxy–carboxylic acids using a base. This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid.
Acidity of Phenols/OC -II PCI Syllabus/Effect of substituents on acidity of phenols
Hi dear students, in this video I had explained about acidity of Phenols and Effect of substituents on acidity of phenols. I had tried to explain all the points by animations. So don't hasitate to study now, See this video and you will come to know the facts about acidity and basicity of organic compounds. After watching this video it will be very easy to answer the following questions,
What are phenols?
what about acidity of phenols?
factors affecting acidity of phenols?
Pka of phenols?
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Qualitative analysis of fats and oils
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This slide discusses about basic indole nucleus, its chemistry, synthesis, reactions and medicinal uses of Indolyl derivatives..Indole is basically fused heterocyclic compound
Introduction of poly-cyclic compounds, resonance, molecular orbital structure, physical properties, preparation, reaction and uses of napthalene, anthracene, phenanthrene, napthaquinone, napthol, napthylamine, 9,10 anthraquinone and phenanthrequinone.
Phenytoin is an anticonvulsant drug or anti-epileptic drug . It can be prepared from the organic compound Benzil, which is formed by the oxidation of Benzoin.
Phenols are organic compounds that contain a hydroxyl (-OH) group attached to an aromatic ring. The general formula for a phenol is ArOH, where Ar is an aromatic ring. The simplest example of a phenol is phenol itself, also known as carbolic acid.
Phenols are important compounds in organic chemistry and are used in a variety of industrial and biological applications. They are commonly used as disinfectants, antiseptics, and preservatives due to their antimicrobial properties. They are also used in the production of plastics, pharmaceuticals, and dyes.
Phenols are acidic compounds, meaning that they can donate a proton (H+) to a solvent or a base. This acidity is due to the stability of the phenoxide ion (ArO-), which is formed when a phenol loses a proton. The stability of the phenoxide ion is due to the resonance stabilization of the negative charge over the aromatic ring.
Phenols can undergo a variety of reactions, including electrophilic substitution, oxidation, and esterification. They can also be used as starting materials for the synthesis of more complex organic compounds.
Benzene and its derivatives- According to PCI Syllabus Ganesh Mote
Benzene history, nomenclature, orbital structure, resonance structure, kekule structure,synthetic evidences, structural and analytical evidences, Directive effect of benzene, structure and uses of DDT, BHC, saccharine
Benzilic acid rearrangement. The benzilic acid rearrangement is formally the 1,2-rearrangement of 1,2-diketones to form α-hydroxy–carboxylic acids using a base. This reaction receives its name from the reaction of benzil with potassium hydroxide to form benzilic acid.
Acidity of Phenols/OC -II PCI Syllabus/Effect of substituents on acidity of phenols
Hi dear students, in this video I had explained about acidity of Phenols and Effect of substituents on acidity of phenols. I had tried to explain all the points by animations. So don't hasitate to study now, See this video and you will come to know the facts about acidity and basicity of organic compounds. After watching this video it will be very easy to answer the following questions,
What are phenols?
what about acidity of phenols?
factors affecting acidity of phenols?
Pka of phenols?
Please do subscribe Online ustaad and share this video to as many as possible.
Online Ustaad
https://www.youtube.com/channel/UCzCN5UTEjFAtCBtrcNOWbyA
Qualitative analysis of fats and oils
https://youtu.be/WXO6Ggdjwvo
you can also see
Is torrent downloading safe : https://youtu.be/vHjtNnXGztA
How To Make Youtube Thumbnail Free 2020 :https://youtu.be/Mvsl6P8z-Mk
Thumbnail Tips 2020 Hindi :https://youtu.be/H83VNRj_6gg
independence day status 2020 :https://youtu.be/0w7uq4bigFY
how to make you tube cover photo : https://youtu.be/k32Z-lXE7hc
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if you find this video helpful then like it, share it and subscribe online ustaad for more helpful & informational videos.
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This slide discusses about basic indole nucleus, its chemistry, synthesis, reactions and medicinal uses of Indolyl derivatives..Indole is basically fused heterocyclic compound
Introduction of poly-cyclic compounds, resonance, molecular orbital structure, physical properties, preparation, reaction and uses of napthalene, anthracene, phenanthrene, napthaquinone, napthol, napthylamine, 9,10 anthraquinone and phenanthrequinone.
Phenytoin is an anticonvulsant drug or anti-epileptic drug . It can be prepared from the organic compound Benzil, which is formed by the oxidation of Benzoin.
Phenols are organic compounds that contain a hydroxyl (-OH) group attached to an aromatic ring. The general formula for a phenol is ArOH, where Ar is an aromatic ring. The simplest example of a phenol is phenol itself, also known as carbolic acid.
Phenols are important compounds in organic chemistry and are used in a variety of industrial and biological applications. They are commonly used as disinfectants, antiseptics, and preservatives due to their antimicrobial properties. They are also used in the production of plastics, pharmaceuticals, and dyes.
Phenols are acidic compounds, meaning that they can donate a proton (H+) to a solvent or a base. This acidity is due to the stability of the phenoxide ion (ArO-), which is formed when a phenol loses a proton. The stability of the phenoxide ion is due to the resonance stabilization of the negative charge over the aromatic ring.
Phenols can undergo a variety of reactions, including electrophilic substitution, oxidation, and esterification. They can also be used as starting materials for the synthesis of more complex organic compounds.
steps are as follows Dissolve the (pressumably.pdfLalkamal2
steps are as follows : Dissolve the (pressumably solid) mixture in an organic
solven,,,,,,, Then, in a seperating funnel, add an (Aqueous) solution of sodium hydroxide. The
Phenol, and benzoic acid, as acids, will react with the base to form phenolate and benzenoate
ions, which will dissolve into the water layer. Collect this layer, and re-precipitate the organic
molecules by adding concentrated Hydrochloric acid. The phenol and Benzoic acid can be
seperated via their varying solubilities, (8.3g/100ml vs 0.34g/100ml. respectively) by heating the
mixture in water to dissolve the phenol, and then filtering of the (practically) insoluble benzoic
acid. The solution can then be acidified (with HCl) to return the phenol..,,,,,,,,,,,,, Now add a
solution of hydrochloric acid to the seperating funnel, which (as before) will react with the basic
anniline dossilving it into the water. Collect the aqueous layer and re-precipitate the anniline
with excess sodium hydroxide. ,,,,,,,,,,,,,,, finally boil off the remaining organic solvent to obtain
the napthalene, which was left untouched by all the acids and bases.,,,,,,,,, Flow chart : Mixture
+ xs HCl ----> anilinium(aq) Mixture - aniline + weak base (Na2CO3) ---> benzoate(aq)
Mixture - aniline - benzoic acid + base (NaOH) ---> p-bromophenoxide(aq) Mixture - aniline -
benzoic acid - p-bromophenol = naphthalene
Solution
steps are as follows : Dissolve the (pressumably solid) mixture in an organic
solven,,,,,,, Then, in a seperating funnel, add an (Aqueous) solution of sodium hydroxide. The
Phenol, and benzoic acid, as acids, will react with the base to form phenolate and benzenoate
ions, which will dissolve into the water layer. Collect this layer, and re-precipitate the organic
molecules by adding concentrated Hydrochloric acid. The phenol and Benzoic acid can be
seperated via their varying solubilities, (8.3g/100ml vs 0.34g/100ml. respectively) by heating the
mixture in water to dissolve the phenol, and then filtering of the (practically) insoluble benzoic
acid. The solution can then be acidified (with HCl) to return the phenol..,,,,,,,,,,,,, Now add a
solution of hydrochloric acid to the seperating funnel, which (as before) will react with the basic
anniline dossilving it into the water. Collect the aqueous layer and re-precipitate the anniline
with excess sodium hydroxide. ,,,,,,,,,,,,,,, finally boil off the remaining organic solvent to obtain
the napthalene, which was left untouched by all the acids and bases.,,,,,,,,, Flow chart : Mixture
+ xs HCl ----> anilinium(aq) Mixture - aniline + weak base (Na2CO3) ---> benzoate(aq)
Mixture - aniline - benzoic acid + base (NaOH) ---> p-bromophenoxide(aq) Mixture - aniline -
benzoic acid - p-bromophenol = naphthalene.
Aromatic carboxylic acids are organic compounds that contain both a carboxyl functional group (-COOH) and an aromatic ring, which is a cyclic arrangement of atoms with alternating double bonds. These compounds are also known as aryl carboxylic acids.
Examples of aromatic carboxylic acids include benzoic acid, salicylic acid, and phenylacetic acid. These compounds are widely used in the pharmaceutical industry as starting materials for the synthesis of drugs, as well as in the food industry as preservatives due to their antimicrobial properties.
Aromatic carboxylic acids are typically weak acids, meaning that they do not readily donate a proton (H+) to a solvent. This is due to the resonance stabilization of the aromatic ring, which delocalizes the negative charge of the carboxylate ion (-COO-) over the ring, making it less reactive. However, under certain conditions, such as in the presence of a strong base, these acids can undergo deprotonation to form the corresponding carboxylate salt.
Practical MCQ Bank for experiments: Medicinal chemistry ISONALI PAWAR
Practical MCQ Bank for experiments: Medicinal chemistry I
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synthesis and characterized benztriazole
ethyl p- amino benzoate (benzocaine) from p-amino benzoic acid
submit benzyl from benzoin
phenytoin
2,3-Diphenyl quinoxaline from O-phenylene diamine (OPD).
phenothiazine from diphenylamine.
column chromatography techniques
partition coefficient
determine buffer capacity and dissociation constant pKa of acid.
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1. Experiment 4:
To synthesize and
submit Benzyl
from benzoin.
Presented By….
Prof. Sonali R. Pawar
Medicinal Chemistry I
B. Pharmacy IV semester
2. Title: Synthesis of Benzyl from Benzoin
Aim: To synthesize and submit Benzyl from Benzoin.
Procedure: [Ref: B. S. Furniss, A. J. Hannaford, P. W. G. Smith, Vogel’s textbook of practical
organic chemistry, 5th edition, Co published in the United States with John Wiley & Sons,
Inc., New York Page No. 1043-1045]
Place 1 g (0.0047 mol) of crude benzoin and 5 ml of concentrated nitric acid in a 250-ml
round-bottomed flask. Heat on a boiling water bath (in the fume cupboard) with occasional
shaking until the evolution of oxides of nitrogen has ceased (about 1.5 hours). Pour the
reaction mixture into 50-100 ml of cold water contained in a beaker, stir well until the oil
crystallizes completely as a yellow solid. Filter the crude benzyl at the pump, and wash it
thoroughly with water to remove the nitric acid. Recrystallize from ethanol or rectified
spirit (about 2.5 ml per gram). The yield of pure benzyl, m.p. 94-96 °C, is______ g.
3. Theory:
Here alcohol group of benzoin is oxidized to ketone group forming benzil in the
presence of concentrated nitric acid. Nitration of aromatic ring is not occurring
as sulphuric acid is totally absent in the whole process.
What is the role of nitric acid in conversion of benzoin to benzil?
The synthesis of benzil involves reacting benzoin from the previous lab
with nitric acid through an oxidation reaction. An oxidation reaction is a type of
reaction that involves a transfer of electrons. In this experiment nitric acid is
used as the oxidizing reagent to oxidize benzoin.
Uses:
Benzil is commonly used as pharmaceutical intermediates, insecticide and
curing agent. It is used in organic synthesis. Its main use is as a photoinitiator in
polymer chemistry. It is used in the free-radical curing of polymer networks.
4. C
H
C
O
OH
O
C
O
C
O
Benzoin (a-hydroxyketone) Benzil (diketone)
Principle:
Oxidation of the a-hydroxyketone with concentrated nitric acid, or by catalytic amounts of
copper(n) salts in acetic acid solution which are regenerated continuously by ammonium
nitrate, yields the diketone that is benzil.