Aldehydes and ketones that have a hydrogen atom at the alpha position can be converted into a carbanion in the presence of a base as follows. This source of the stability of this carbanion is -H2 gas H polar interaction between the negative charge and the partial positive charges in the solvent O delocalization of the negative charge to the adjacent carbonyl group O the electron donating effect of the alpha carbon the electron withdrawing effect of the alpha carbon

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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Aldehydes and ketones that have a hydrogen atom at the alpha position can be
converted into a carbanion in the presence of a base as follows. This source of
the stability of this carbanion is
-H2 gas
+
polar interaction between the negative charge and the partial positive charges in the
solvent
O delocalization of the negative charge to the adjacent carbonyl group
the electron donating effect of the alpha carbon
the electron withdrawing effect of the alpha carbon
Transcribed Image Text:Aldehydes and ketones that have a hydrogen atom at the alpha position can be converted into a carbanion in the presence of a base as follows. This source of the stability of this carbanion is -H2 gas + polar interaction between the negative charge and the partial positive charges in the solvent O delocalization of the negative charge to the adjacent carbonyl group the electron donating effect of the alpha carbon the electron withdrawing effect of the alpha carbon
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