Phenylmagnesium bromide reacts with sulfur dioxide to produce a reactive intermediate, which, on further reaction with CH3Br, produces methylphenylsulfone. Propose a mechanism for this reaction, and propose a structure for the reactive intermediate. MgBr CH3 SO2 CH3B THF, -78° C O=S=

Phenylmagnesium bromide reacts with sulfur dioxide to produce a reactive intermediate, which, on further reaction with CH3Br, produces methylphenylsulfone. Propose a mechanism for this reaction, and propose a structure for the reactive intermediate. MgBr CH3 SO2 CH3B THF, -78° C O=S=

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 41MP: Aldehydes and ketones react with thiols to yield thioacetals just as they react with alcohols to...

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Question

Phenylmagnesium bromide reacts with sulfur dioxide to produce a reactive intermediate, which, on further reaction with
CH3Br, produces methylphenylsulfone. Propose a mechanism for this reaction, and propose a structure for the reactive
intermediate.
MgBr
CH3
SO2
CH3B
THF, -78° C
O=S=

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