12. Alcohols, Ethers, Epoxides and Thiols
Leaving Group Conversions - Using HX
Problem 13.110
Textbook Question
Textbook Question(••••) Another method for converting alcohols to chloroalkanes makes use of chlorotrimethylsilane (TMSCl) and DMSO. Suggest a mechanism for this reaction to form (a) a 1° chloroalkane and (b) a 3° chloroalkane. [The reaction begins by the reaction of DMSO and TMSCl and is analogous to the Swern oxidation.]
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