Treatment of trans-2-chlorocyclohexanol with NaOH yields 1,2-epoxycyclohexane, but

Chapter 18, Problem 18

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Treatment of trans-2-chlorocyclohexanol with NaOH yields 1,2-epoxycyclohexane,

but reaction of the cis isomer under the same conditions yields cyclohexanone. Propose mechanisms for both reactions, and explain why the different results are obtained.

Equation Transcription:

Text Transcription:

NaOH

H2O

NaOH

H2O

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