An example of the McFayden-Stevens reaction is shown below, in which an acyl chloride is converted to an aldehyde. First, benzoyl chloride is reacted with hydrazine, H2NNH2, the product of which is reacted with benzenesulfonyl chloride. The result is a 1-benzoyl-2-benzenesulfonylhydrazide, which, when heated under basic conditions, decomposes into the aldehyde. Provide the detailed mechanism showing the conversion of benzoyl chloride into 1-benzoyl-2-benzenesulfonylhydrazide. H 1. H,NNH2 Na,CO3 CI `SO,C;H5 2. CgHgSO2CI A Benzoyl chloride 1-Benzoyl-2-benzenesulfonylhydrazide Benzaldehyde
An example of the McFayden-Stevens reaction is shown below, in which an acyl chloride is converted to an aldehyde. First, benzoyl chloride is reacted with hydrazine, H2NNH2, the product of which is reacted with benzenesulfonyl chloride. The result is a 1-benzoyl-2-benzenesulfonylhydrazide, which, when heated under basic conditions, decomposes into the aldehyde. Provide the detailed mechanism showing the conversion of benzoyl chloride into 1-benzoyl-2-benzenesulfonylhydrazide. H 1. H,NNH2 Na,CO3 CI `SO,C;H5 2. CgHgSO2CI A Benzoyl chloride 1-Benzoyl-2-benzenesulfonylhydrazide Benzaldehyde
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.37P
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