Question #1 The temperature-dependent ratio of isomers of 1,3-di-tert-butylcyclohexane has been examined at equilibrium (J. Am. Chem. Soc. 1960, 82, 2393). 1-Bu cis -Bu heat, Pd/C, sealed tube Temperature (K) 492.6 522.0 555.0 580.0 613.0 -Bu % trans 2.69 3.61 5.09 6.42 8.23 trans -Bu a) What is the equilibrium constant at 613.0 K? Show your work. b) What is the free energy difference (AG) at 613.0 K? Show your work. c) Using chair conformations, explain why the cis diastereomer is more stable than the trans.

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Question #1
The
temperature-dependent ratio of isomers of 1,3-di-tert-butylcyclohexane has been examined
at equilibrium (J. Am. Chem. Soc. 1960, 82, 2393).
1-Bu
cis
t-Bu
heat, Pd/C,
sealed tube
Temperature (K)
492.6
522.0
555.0
580.0
613.0
t-Bu
% trans
2.69
3.61
5.09
6.42
8.23
trans
-Bu
a) What is the equilibrium constant at 613.0 K? Show your work.
b) What is the free energy difference (AG) at 613.0 K? Show your work.
c) Using chair conformations, explain why the cis diastereomer is more stable than the
trans.
Transcribed Image Text:Question #1 The temperature-dependent ratio of isomers of 1,3-di-tert-butylcyclohexane has been examined at equilibrium (J. Am. Chem. Soc. 1960, 82, 2393). 1-Bu cis t-Bu heat, Pd/C, sealed tube Temperature (K) 492.6 522.0 555.0 580.0 613.0 t-Bu % trans 2.69 3.61 5.09 6.42 8.23 trans -Bu a) What is the equilibrium constant at 613.0 K? Show your work. b) What is the free energy difference (AG) at 613.0 K? Show your work. c) Using chair conformations, explain why the cis diastereomer is more stable than the trans.
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