Organic Chemistry (6th Edition)
Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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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 reaction. Your mechanism must show how both organic products are formed.
Draw a stepwise mechanism for the following imine hydrolysis.
Draw the corresponding general mechanism of a tertiary amine with an acyl halide.

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Organic Chemistry (6th Edition)

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