ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 21, Problem 42P
Interpretation Introduction

Interpretation:

The structure of product formed by the reaction of diethyl malonate with each of the reagents is to be drawn.

Concept introduction:

The reaction of diethyl malonate with sodium ethoxide and alkyl halide results in the formation of alkylated malonate ester.

Sodium ethoxide extract α-hydrogen atom present between the two carbonyl groups and generate negative charge on carbon atom. It acts as a nucleophile and attacks the alkyl part of alkyl halide and form alkylated malonate ester.

The basic hydrolysis of ester involves cleavage of OR

bond and formation of carboxylic acid and alcohol. The decarboxylation of compound involves removal of CO2.

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Chapter 21 Solutions

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