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When isopropylidenecyclohexane is treated with strong acid
Chapter 6, Problem 6(choose chapter or problem)
When isopropylidenecyclohexane is treated with strong acid at room temperature, isomerization occurs by the mechanism shown below to yield 1-isopropylcyclohexene:
At equilibrium, the product mixture contains about 30% isopropylidenecyclohexane and about 70% 1-isopropylcyclohexene.
(a) What is an approximate value of \(K_{\mathrm {eq}}\) for the reaction?
(b) Since the reaction occurs slowly at room temperature, what is its approximate \(\Delta G^\ddagger\)?
(c) Draw an energy diagram for the reaction.
Questions & Answers
QUESTION:
When isopropylidenecyclohexane is treated with strong acid at room temperature, isomerization occurs by the mechanism shown below to yield 1-isopropylcyclohexene:
At equilibrium, the product mixture contains about 30% isopropylidenecyclohexane and about 70% 1-isopropylcyclohexene.
(a) What is an approximate value of \(K_{\mathrm {eq}}\) for the reaction?
(b) Since the reaction occurs slowly at room temperature, what is its approximate \(\Delta G^\ddagger\)?
(c) Draw an energy diagram for the reaction.
ANSWER:Step 1 of 4
The equilibrium reaction is as follows:
The equilibrium constant \(\left( {{K_{eq}}} \right)\) for the above reaction is equal to the product concentrations multiplied together, divided by the reactant concentrations multiplied together, with each concentration raised to the power of its coefficient in the balance equation.
\(\left( {{K_{eq}}} \right) = \frac{{\left[ {{\rm{Product}}} \right]}}{{\left[ {{\rm{Reactants}}} \right]}}\)
\(\left( {{K_{eq}}} \right) = \frac{{{{\left[ C \right]}^c}{{\left[ D \right]}^d}}}{{{{\left[ A \right]}^a}{{\left[ B \right]}^b}}}\)