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Leaving Group Conversions - SOCl2 and PBr3
Leaving Group Conversions - SOCl2 and PBr3
12. Alcohols, Ethers, Epoxides and Thiols / Leaving Group Conversions - SOCl2 and PBr3 / Problem 1

The following reaction is another method to synthesize haloalkanes using reagents other than PBr3 and SOCl2. Propose an arrow-pushing mechanism that rationalizes the production of chloroalkane in the given reaction. (Hint: Begin by reacting dimethyl sulfide and Cl2. DMS is an excellent nucleophile, whereas Cl2 is an electrophile.)


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