WS-3.16: Secondary amines tend to undergo a similar reaction with carbonyl as the imine formation. However, the end product is an enamine. Draw a mechanism to understand the slight change that leads to an enamine formation from the reaction between acetone and N,N-dimethylamine.

WS-3.16: Secondary amines tend to undergo a similar reaction with carbonyl as the imine formation. However, the end product is an enamine. Draw a mechanism to understand the slight change that leads to an enamine formation from the reaction between acetone and N,N-dimethylamine.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter23: Addition To A Carbonyl

Section: Chapter Questions

Problem 25E

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Concept explainers

Aldehydes and Ketones

Aldehydes and ketones are organic compounds that have a carbonyl group, C = O, as their functional group. They both differ in the placement of this carbonyl group in their structures.

Question

WS-3.16: Secondary amines tend to undergo a similar reaction with carbonyl as the imine
formation. However, the end product is an enamine. Draw a mechanism to understand the
slight change that leads to an enamine formation from the reaction between acetone and
N,N-dimethylamine.

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Step 1: Secondary amines

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Step 2: Enamine formation.

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Step 3: Mechanism of acetone with N,N-dimethylamine

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