Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 21, Problem 21.25P
Interpretation Introduction

(a)

Interpretation:

The general structure of the alcohols which are obtained by the reaction of Grignard reagents of the form RMgBr with ethyl formate is to be stated.

Concept introduction:

The nucleophilic substitution reactions are the reactions in which one nucleophile is substituted by another nucleophile. These reactions depend upon the nucleophilicity and concentration of the nucleophile. It is of two types, SN1 and SN2.

Grignard reagent is a reagent which acts as a nucleophile to attack the electron deficient atoms. Grignard reagent contains a metal along with a negatively charged alkyl group.

Interpretation Introduction

(b)

Interpretation:

The synthesis of 3pentanol from ethyl formate and a Grignard reagent is to be stated.

Concept introduction:

The nucleophilic substitution reactions are the reactions in which one nucleophile is substituted by another nucleophile. These reactions depend upon the nucleophilicity and concentration of the nucleophile. It is of two types, SN1 and SN2.

Grignard reagent is a reagent which acts as a nucleophile to attack the electron deficient atoms. Grignard reagent contains a metal along with a negatively charged alkyl group.

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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) Propose a reasonable synthesis for the formation of nonane from CH3CH2CH2I and  any other organic/inorganic reagent. (b) Suggest three (3) different Grignard reactions leading to 2-phenyl-2-butanol.
(a) Give the products of the phosphoric acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Label the three products with major, minor, and trace amounts. OH H3PO4, heat (b) Describe the rule that is applied in the acid-catalyzed dehydration of 2-methylcyclohex-3- enol. Explain your answer based on the products formed.
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