A CHEM 245 student attempts the following reaction to synthesize the desired ether below, but he is unsuccessful: 2. H2SO4, CH3OH OCH3 desired ether racemic mixture (a) Use what you have learned in CHEM 241 to predict the structure of the major product he did collect: H2SO4, CH3OH (only one stereoisomer required) (b) Propose a reaction sequence that would be more likely to provide him with the desired ether product: OCH3 desired ether racemic mixture 3. Write out a complete mechanism for the reaction below: CH3 H3C H. CH3 H H Mechanism:

A CHEM 245 student attempts the following reaction to synthesize the desired ether below, but he is unsuccessful: 2. H2SO4, CH3OH OCH3 desired ether racemic mixture (a) Use what you have learned in CHEM 241 to predict the structure of the major product he did collect: H2SO4, CH3OH (only one stereoisomer required) (b) Propose a reaction sequence that would be more likely to provide him with the desired ether product: OCH3 desired ether racemic mixture 3. Write out a complete mechanism for the reaction below: CH3 H3C H. CH3 H H Mechanism:

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

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section: Chapter Questions

Problem 20.50P

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