When isopropylidenecyclohexane is treated with strong acid at room temperature, isomerization occurs by the mechanism shown below

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When isopropylidenecyclohexane is treated with strong acid at room temperature, isomerization occurs by the mechanism shown below to yield 1-iso- propylcyclohexenc: At equilibrium, the product mixture contains about 30% isopropylidenecyclohexane and about 70% 1-isopropylcyclohexene.

(a) What is an approximate value of for the reaction?

(b) Since the reaction occurs slowly at room temperature, what is its approximate ΔG++?

(c) Draw an energy diagram for the reaction.

н Н сHз .Н CHз CHз -H H* (Acid catalyst) CHз CHз CHз Н Н Isopropylidenecyclohexane 1-Isopropylcyclohexene

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