EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
Question
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Chapter 20, Problem 20.38AP
Interpretation Introduction

(a)

Interpretation:

The synthesis of given compound from isobutyric acid is to be shown.

Concept Introduction:

Nucleophilic acyl substitution reaction is a reaction in which a nucleophile and acyl compound reacts with each other. The nucleophile can be alcohol, amine or enolate ion. The electrophile can be acid halide, anhydride or ester.

Interpretation Introduction

(b)

Interpretation:

The synthesis of given compound from isobutyric acid is to be shown.

Concept Introduction:

Nucleophilic acyl substitution reaction is a reaction in which a nucleophile and acyl compound reacts with each other. The nucleophile can be alcohol, amine or enolate ion. The electrophile can be acid halide, anhydride or ester.

Interpretation Introduction

(c)

Interpretation:

The synthesis of given compound from isobutyric acid is to be shown.

Concept Introduction:

The reduction of carboxylic acid to alcohol is performed in the presence of lithium aluminiumhydride. It is a strong reducing agent. The reaction of alcohol with hydrogen bromide is nucleophilic substitution reaction. The Grignard reagent reacts with aldehyde compound to form alcohols.

Interpretation Introduction

(d)

Interpretation:

The synthesis of given compound from isobutyric acid is to be shown.

Concept Introduction:

The compound thionyl chloride is a chlorinating agent. The reaction of carboxylic acid with thionyl chloride forms acyl chloride. Friedel craft alkylation reaction is reaction of alkyl compounds with acyl chloride in presence of aluminium trichloride. The aluminium trichloride abstracts the chlorine atom from acyl chloride to generate an electrophile.

Interpretation Introduction

(e)

Interpretation:

The synthesis of given compound from isobutyric acid is to be shown.

Concept Introduction:

The reduction of carboxylic acid to alcohol is performed in the presence of lithium aluminiumhydride. It is a strong reducing agent. PCC is an oxidizing agent. The reaction of alcohol with PCC forms aldehyde. The Grignard reagent reacts with aldehyde compound to form alcohols.

Interpretation Introduction

(f)

Interpretation:

The synthesis of given compound from isobutyric acid is to be shown.

Concept Introduction:

The reduction of carboxylic acid to alcohol is performed in the presence of lithium aluminiumhydride. It is a strong reducing agent. The reaction of alcohol with hydrogen bromide is nucleophilic substitution reaction. The Grignard reagent reacts with aldehyde compound to form alcohols.

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Students have asked these similar questions
(a) How will you convert:(i) Benzene to acetophenone                 (ii) Propanone to 2-Methylpropan-2-ol(b) Give reasons :(i) Electrophilic substitution in benzoic acid takes place at meta position.(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols of comparable molecular masses.(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.
Electrophilic aromatic substitution usually occurs at the 1-position of naphthalene, also called the a position. Predict the major products of the reactions of naphthalene with the following reagents.(a) isobutylene and HF (b) cyclohexanol and BF3 (c) fuming sulfuric acid
(b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3
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