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, Problem 45P
Interpretation Introduction

Interpretation:

The product formation for the reaction of a tertiary amine with acyl chloride has to be explained.

Concept introduction:

Amines:

Amines are nitrogen-containing organic compounds.  The general formula of amines is RNH2. Amines can be classified as primary amine, secondary amine,and tertiary amine.  Primary amines contain two acidic hydrogens, secondary amines contain one acidic hydrogen and tertiary amines contain no acidic hydrogen.

General examples:

  Essential Organic Chemistry (3rd Edition), Chapter 11, Problem 45P

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An aqueous solution of a primary or secondary amine reacts with an acyl chloride to form an amide as the major product. However, if the amine is tertiary, an amide is not formed. What product is formed? Explain.
From the given structures which is(a) amide that will release a secondary amine upon hydrolysis? (b) product of hydrolysis of MSO (c) a tertiary amide and (d) a diketone
1,4-Diazabicyclo[2.2.2]octane (abbreviated DABCO) is a tertiary amine that catalyzes transesterification reactions. Explain how it does this.

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Essential Organic Chemistry (3rd Edition)

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