Answered: 1) Provide a mechanistic explanation…

1) Provide a mechanistic explanation for the ratio of products obtained in the following reaction: NaOCH3 H Me Н ОСН, + Me ОСH Me H 25% 75%

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

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.37P: Following are the steps in the industrial synthesis of glycerin. Provide structures for all...

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Question

1) Provide a mechanistic explanation for the ratio of products obtained in the following reaction:
NaOCH3
H
Me
-OCH3 + Me
"FOCH3
H
H
Me
25%
75%

Expert Solution

Step 1

NaOCH3 acts as a strong nucleophile so it will prefer Sn2 substitution as the major product. In Sn2 reaction inversion of the configuration takes place.

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