When isopropylidenecyclohexane is treated with strong acid at room temperature

Chapter 6, Problem 6.33

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When isopropylidenecyclohexane is treated with strong acid at room temperature, isomerization occurs by the mechanism shown below to yield 1-isopropylcyclohexene: H+ (Acid catalyst) + + H+ Isopropylidenecyclohexane 1-Isopropylcyclohexene H H H H CH3 CH3 H H H H H CH3 CH3 H H H H CH3 CH3 At equilibrium, the product mixture contains about 30% isopropylidenecyclohexane and about 70% 1-isopropylcyclohexene. (a) What is an approximate value of Keq for the reaction? (b) Since the reaction occurs slowly at room temperature, what is its approximate DG? (c) Draw an energy diagram for the reaction.

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