assume-that-the-temperature-is-298-k-consider-the-following-bond-rotation-and-us

Question

Assume that the temperature is 298 K. Consider the following bond rotation and use the given table to answer the questions below:

Two conformations of a cycloalkane with NH2 and CH3 groups, showing bond rotation.

Table showing strain values for 1,2-Gauche conformations of CH3-CH3 and NH2-CH3.

(a) Which conformation is more stable?

(b) Determine the ΔG° for the process.

(c) Determine the equilibrium constant (K_eq).

(d) Provide the transition state for the process.

Accepted Answer

(a) (ii) is more stable

(b) ΔG° = –0.57 kcal/mol

(c) K_eq = 2.6

(d) Transition state:

Conformation of a cycloalkane with NH2 and CH3 groups in a different arrangement.

Answer

(a) (i) is more stable

(b) ΔG° = –0.57 kcal/mol

(c) K_eq = 2.6

(d) Transition state:

Conformation of a cycloalkane with NH2 and CH3 groups in a specific arrangement.

Answer

(a) (i) is more stable

(b) ΔG° = +0.57 kcal/mol

(c) K_eq = 0.38

(d) Transition state:

Conformation of a cycloalkane with NH2 and CH3 groups in another arrangement.

Answer

(a) (ii) is more stable

(b) ΔG° = +0.57 kcal/mol

(c) K_eq = 0.38

(d) Transition state:

Conformation of a cycloalkane with NH2 and CH3 groups in yet another arrangement.