Propose a mechanism to explain how dimethyl sulfoxide and oxalyl chloride react to form the dimethylchlorosulfonium ion

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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.

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Organic Chemistry

ISBN: 978-0131407480

4th edition

Authors: Paula Yurkanis Bruice

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Question Posted: Jun 10, 2016 07:23 AM

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Propose a mechanism to explain how dimethyl sulfoxide and oxalyl chloride react to form the dimethylchlorosulfonium ion

Question:

CHy-S-CH3 dimethyl sulfoxide Cl oxalyl chloride C-Ci CH3 S CH3 CO2 CO CI + dimethylchloro- sulfonium ion

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J 0 CH3SCH3 00 11 ...View the full answer

Organic Chemistry

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