When cis-4-chlorocyclohexanol is treated with sodium hydroxide in ethanol, it
Chapter 9, Problem 9.46(choose chapter or problem)
When cis-4-chlorocyclohexanol is treated with sodium hydroxide in ethanol, it givesmainly the substitution product trans-1,4-cyclohexanediol (1). Under the same reactionconditions, trans-4-chlorocyclohexanol gives 3-cyclohexenol (2) and the bicyclic ether (3).(a) Propose a mechanism for formation of product (1), and account for its configuration.(b) Propose a mechanism for formation of product (2).(c) Account for the fact that the bicyclic ether (3) is formed from the trans isomer but notfrom the cis isomer.
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