Which reagent in each pair listed here would be the more reactive nucleophile in a polar aprotic solvent? CH3NH– or CH3NH2 CH3O− or CH3CO−2 (−OAc) CH3SH or CH3OH (C6H5)3N or (C6H5)3P

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.3: Characteristics Of The Sn2 Reaction
Problem 5P
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Which reagent in each pair listed here would be the more reactive nucleophile in a polar aprotic solvent?

CH3NH– or CH3NH2

CH3O− or CH3CO−2 (−OAc)

CH3SH or CH3OH

(C6H5)3N or (C6H5)3P

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