CN CN NH3 CH;OH Br Br OCH3 not formed

Introductory Chemistry: A Foundation
9th Edition
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Donald J. DeCoste
Chapter10: Energy
Section: Chapter Questions
Problem 56QAP
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While CH3OH is the solvent in the reaction, and a nucleophilic one, why doesn’t CH3OH act as the nucleophile in this reaction?

CN
CN
NH3
CH;OH
Br
F
Br
OCH3
not formed
Transcribed Image Text:CN CN NH3 CH;OH Br F Br OCH3 not formed
Expert Solution
Step 1

A nucleophile is an electron rich species, which can donate electron density in the form of lone pair or π-bond to the center that is electron deficient. For comparison, between two nucleophilic species, one has to consider electron donation ability factor.

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