trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product

Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter13: Alcohols, Phenols, And Ethers
Section: Chapter Questions
Problem 13.29E: What products would result from the following processes? Write an equation for each reaction. a....
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When trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone 
A.Write the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide 
B.Why doesn’t the cis isomer yield the oxide? 
C.Write the mechanism for each of the two reactions. 

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