Consider the following two compounds. When treated with NaOH, one of these compounds

Chapter 14, Problem 14.15

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Consider the following two compounds. When treated with NaOH, one of these compounds forms an epoxide quite rapidly, while the other forms an epoxide very slowly. Identify which compound reacts more rapidly and explain the difference in rate between the two reactions. (Hint: You may find it helpful to review the conformations of substituted cyclohexanes in Section 4.13.) OH Br Compound A OH Br Compound B

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