The two alternative chair conformations of cis -2-bromocyclohexanamine differ in

Question

The two alternative chair conformations of cis-2-bromocyclohexanamine differ in their Gibbs free energy.
Using the data for ?G for monosubstituted cyclohexanes at room temperature(25

The two alternative chair conformations of cis-2-bromocyclohexanamine differ in their Gibbs free energy. Using the data for ?G for monosubstituted cyclohexanes at room temperature(25 degree C): Calculate the absolute value of the difference in the Gibbs free energy between the alternative chair conformations. Which group in this compound is in axial position in the energetically preferred chair conformation.

Explanation / Answer

figure not given , I assume in 1t fig Br is aixal and NH2is equitorial , in second NH2 is equitorial and Br is axial

thend diff = -5.9 -( -2.4) = -3.5 KJ = =3500 J

b) Br in iaial position is preferred over other groups since it has less stabilisation enegry when in equitorial position over other groups

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