b) Menthone is converted to a mixture of menthone and isomenthone on treatment with 90% Sulfuric acid. Suggest a reasonable explanation with structures and curved arrows showing the transitions. Menthone Isomenthone

b) Menthone is converted to a mixture of menthone and isomenthone on treatment with 90% Sulfuric acid. Suggest a reasonable explanation with structures and curved arrows showing the transitions. Menthone Isomenthone

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

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.57P

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Question

b) Menthone is converted to a mixture of menthone and isomenthone on treatment with 90% Sulfuric acid.
Suggest a reasonable explanation with structures and curved arrows showing the transitions.
Menthone
Isomenthone
c) Show how you can use an enamine to bring about the following synthesis. Explain the steps involved.
LOC2H5
(Racemic mixture)

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