Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (BENZENE -> 2-ACETOXYBENZOIC ACID or ASPIRIN)

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (BENZENE -> 2-ACETOXYBENZOIC ACID or ASPIRIN)

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter18: Carboxylic Acids

Section: Chapter Questions

Problem 18.28P: 18-28 Arrange these compounds in order of increasing acidity: benzoic acid, benzyl alcohol, phenol.

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Question

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shows. (BENZENE -> 2-ACETOXYBENZOIC ACID or ASPIRIN)

Kolbe-Schmidt
SO3H
ONa
reaction
ОН О
H2SO4
NaOH
CO2, H20
OH Acetic anhydride
HO,
Benzene
Sodium
Salicylic acid
Aspirin
phenolate

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Step 1: benzene to benzene suphonic acid

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Step 2:: benzene symphonic acid to phenol

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Step 3: phenol to salicylic acid

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Step 4:: salicylic acid to aetyle salicylic acid

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