CH3-S-CH3 dimethyl sulfoxide CH3-S* CH3 + CO, + CO + Cl" dimethylchloro- sulfonium ion + oxalyl chloride

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter6: Alkanes & Alkenes
Section: Chapter Questions
Problem 23E: up an example (not appearing in this ChemActivity) of a pair of molecules that are a)constitutional...
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Propose a mechanism to explain how dimethyl sulfoxide and oxalyl chloride react to form the dimethylchlorosulfonium ion used as the oxidizing agent in
the Swern oxidation.

CH3-S-CH3
dimethyl sulfoxide
CH3-S* CH3 + CO, + CO + Cl"
dimethylchloro-
sulfonium ion
+
oxalyl chloride
Transcribed Image Text:CH3-S-CH3 dimethyl sulfoxide CH3-S* CH3 + CO, + CO + Cl" dimethylchloro- sulfonium ion + oxalyl chloride
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