The Wolff-Kishner reaction involves the reaction of an aldehyde/ketone with hydrazine in the presence of KOH. The process is useful for converting an aldehyde or ketone into an alkane. The reaction involves formation of a hydr followed by base-catalyzed double-bond migration, loss of N₂ gas to give a carbanion, and protonation to give the alkane. Draw curved arrows to show the movement of electrons in this step of the mechanism.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 57AP: Draw structures of compounds that fit the following descriptions: a) An , unsaturated ketone, C9H8O...
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Ph
Ph
CH3
CH3
The Wolff-Kishner reaction involves the reaction of an aldehyde/ketone with hydrazine in the presence of KOH. The process is useful for converting an aldehyde or ketone into an alkane. The reaction involves formation of a hydrazone,
followed by base-catalyzed double-bond migration, loss of N₂ gas to give a carbanion, and protonation to give the alkane.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
CXT
H₂NNH₂
KOH
CH3
Ph
Ph
N=NH
+ N₂ + H₂O
CH3
Transcribed Image Text:Ph Ph CH3 CH3 The Wolff-Kishner reaction involves the reaction of an aldehyde/ketone with hydrazine in the presence of KOH. The process is useful for converting an aldehyde or ketone into an alkane. The reaction involves formation of a hydrazone, followed by base-catalyzed double-bond migration, loss of N₂ gas to give a carbanion, and protonation to give the alkane. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CXT H₂NNH₂ KOH CH3 Ph Ph N=NH + N₂ + H₂O CH3
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