X For the equilibrium (axial conformer ⇌ equatorial conformer of a monosubstituted cyclohexane with substituent X), the equilibrium constant K is maximum for : (A) -Me (B) -Et (C) -CH(CH₃)₂ (D) -C(CH₃

Question

X For the equilibrium (axial conformer ⇌ equatorial conformer of a monosubstituted cyclohexane with substituent X), the equilibrium constant K is maximum for : (A) -Me (B) -Et (C) -CH(CH₃)₂ (D) -C(CH₃)₃

TestHub · Accepted Answer

K = [equatorial] / [axial] grows with the A-value (the axial penalty) of the substituent : Me 7.6, Et ~8.0, i-Pr ~9.2, t-Bu ~23 kJ/mol. The tert-butyl group pays the largest price for being axial, so it sits equatorial almost completely and K is maximum for -C(CH₃)₃.

Chemistry - STEREO ISOMERISM Question with Solution | TestHub

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