ORGANIC CHEMISTRY(LL)-W/ACCESS >CUSTOM<
ORGANIC CHEMISTRY(LL)-W/ACCESS >CUSTOM<
10th Edition
ISBN: 9781259917196
Author: Carey
Publisher: MCG CUSTOM
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Chapter 28.9, Problem 9P
Interpretation Introduction

Interpretation:

The structural formula for the carbanion formed by addition of hydroxide ion to methyl-2-cyanoacrylate is to be drawn. This structural formula has to be accompanied by a contributing resonance structure that shows delocalization of the negative charge to oxygen, and another to nitrogen.

Concept introduction:

A way of describing the delocalized electrons present in certain molecules is termed as resonance.

The bonding in these cases cannot be expressed by a single Lewis structure. Efficient termination processes are absent in living polymerizations.

These processes are terminated by the addition of substances which react with carbanions.

For example: carbon dioxide or alcohol. In methyl-2-cyanoacrylate, a carbonyl group and a cyano group is attached to the same carbon.

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