Consider the ketones piperitone, menthone, and isomenthone. O O Menthone Isomenthone O

Chapter 20, Problem 20.30

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Consider the ketones piperitone, menthone, and isomenthone. O O Menthone Isomenthone O (R)-()-Piperitone Suggest reasonable explanations for each of the following observations. (a) (R)-()-Piperitone racemizes on standing in a solution of sodium ethoxide in ethanol. (b) Menthone is converted to a mixture of menthone and isomenthone on treatment with 90% sulfuric acid.

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