Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 11.7, Problem 11P

(a)

Interpretation Introduction

Interpretation:

To write the mechanism for an uncatalyzed hydrolysis of methyl propionate.

Concept Introduction:

The hydrolysis reaction of ester is the reaction in which the breaking of ester bond is done by using water molecule in presence of acid or base as catalyst.  The product obtained after the ester hydrolysis is the corresponding carboxylic acid and an alcohol.  The hydrolysis reaction can be done in the presence of an acid or base to increase the rate of reaction.  When this process occurs in presence of acid it is known as acid hydrolysis of ester and if it is done in presence of base it is known as base hydrolysis of ester.

The general reaction of an ester to produce in presence of only water is written as,

Essential Organic Chemistry (3rd Edition), Chapter 11.7, Problem 11P

(b)

Interpretation Introduction

Interpretation:

To write the mechanism for aminolysis of phenyl formate using methyl amine.

Concept Introduction:

The reaction of a carboxylic acid derivative with ammonia, primary and secondary amines gives an amide this reaction is known as aminolysis reaction.  This reaction involves two equivalent of ammonia or amine molecule.

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22. The stability of carbocation can be accounted by which of the following structural effect? a. hyperconjugation b. inductive effect d. both a andb C. resonance 23. Secondary amines are more basic than primary amines because of what structural effect? a. hyperconjugation b. inductive effect C. resonance d. steric effect
Write a mechanism for each of the following reactions: a. the uncatalyzed hydrolysis of methyl propionate. b. the aminolysis of phenyl formate, using methylamine.
6. Complete the following aqueous reactions: a. N-methylethanamide + NaOH b. N,N-diethylpropanamide + HBr → c. What are these reactions called?

Chapter 11 Solutions

Essential Organic Chemistry (3rd Edition)

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