Why is the least stable carbanion the bottom middle carbanion? Why wouldn't it be the left secondary allylic carbanion? Isn't secondary allylic carbanion less stable than a tertiary carbanion? This is the least stable carbanion because the stability ofcarbanion decreases with increasing number of alkyl groups(which this carbon has 3high electron density and electron donating, which carbanion(already negatively charged) does not like, and is therefore theleast stable (most reactive).==> 3° carbanion). The alkyl groups are1.

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Answered: Why is the least stable carbanion the…

Why is the least stable carbanion the bottom middle carbanion? Why wouldn't it be the left secondary allylic carbanion? Isn't secondary allylic carbanion less stable than a tertiary carbanion?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 7CTQ

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Question

Why is the least stable carbanion the bottom middle carbanion? Why wouldn't it be the left secondary allylic carbanion?

Isn't secondary allylic carbanion less stable than a tertiary carbanion?

This is the least stable carbanion because the stability of
carbanion decreases with increasing number of alkyl groups
(which this carbon has 3
high electron density and electron donating, which carbanion
(already negatively charged) does not like, and is therefore the
least stable (most reactive).
==> 3° carbanion). The alkyl groups are
1.

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