EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 20, Problem 20.51AP
Interpretation Introduction

(a)

Interpretation:

A mechanism for the reaction of two equivalents of the methyllithium with carboxylic acids to produce ketones is to be stated.

Concept introduction:

Organolithium reagents are very reactive organometallic compounds. These compounds attack directly on the carbonyl carbon of carbonyl compounds. The organolithium compounds are very strong base and therefore, undergo acid-base reactions very quickly.

Interpretation Introduction

(b)

Interpretation:

The product of the given reaction is to be stated.

Concept introduction:

Organolithium reagents are very reactive organometallic compounds. These compounds attack directly on the carbonyl carbon of carbonyl compounds. The organolithium compounds are very strong base and therefore, undergo acid-base reactions very quickly.

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(a) Account for the following :(i) Propanal is more reactive than propanone towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give characteristic reactions of carbonyl group.(b) Give simple chemical test to distinguish between the following pairs of compounds:(i) Acetophenone and benzaldehyde(ii) Benzoic acid and ethylbenzoate.
(a) Why are alkyl halides insoluble in water? (b) Why is Butan-l-ol optically inactive but Butan-2-ol is optically active? (c) Although chlorine is an electron withdrawing group, yet it is ortho-, Para- directing in electrophilic aromatic substitution reaction. Why?
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