CH3(CH2 )sBr NaOH CH3(CH2)5OH + Br + A) The rate would increase because SN2 reactions favor a polar aprotic solvent. B) The rate would decrease because SN1 reactions favor a polar protic solvent. C) The potential change cannot be predicted.

CH3(CH2 )sBr NaOH CH3(CH2)5OH + Br + A) The rate would increase because SN2 reactions favor a polar aprotic solvent. B) The rate would decrease because SN1 reactions favor a polar protic solvent. C) The potential change cannot be predicted.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter8: Haloalkanes, Halogenation, And Radical Reactions

Section: Chapter Questions

Problem 8.28P

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Question

The replacement of CH₃OH to dimethyl sulfoxide, DMSO (CH₃)₂S=O) as a solvent in the substitution reaction below results in what?

CH3(CH2)sBr +
NaOH
CH3(CH2)5OH +
Br
A) The rate would increase because SN2 reactions favor a polar aprotic solvent.
B) The rate would decrease because SN1 reactions favor a polar protic solvent.
C) The potential change cannot be predicted.

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