CNCT ORG CHEM 6 2020
CNCT ORG CHEM 6 2020
6th Edition
ISBN: 9781266807244
Author: SMITH
Publisher: MCG
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Chapter 18.11, Problem 24P
Interpretation Introduction

Interpretation: The stepwise mechanism for the given imine hydrolysis is to be drawn.

Concept introduction: Aldehyde or ketone on reaction with primary amine forms imine. Imine is also known as Schiff base. The nucleophilic attack of primary amine on carbonyl carbon results in the formation of intermediate carbinolamine. This intermediate loses water to form an imine.

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Draw a stepwise mechanism for the following imine hydrolysis.
What products are formed by hydrolysis of each imine or enamine?
Draw the corresponding general mechanism of a tertiary amine with an acyl halide.

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CNCT ORG CHEM 6 2020

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