A. Examine the 3 staggered and 3 eclipsed conformations resulting from rotation

Question

A. Examine the 3 staggered and 3 eclipsed conformations resulting from rotation about the C2/C3 bond in 2,3-dimethylbutane. Using the supplied conformational energies, determine which conformation is most stable and which conformation is least stable.

H,H eclipsed   1.0 kcal/mol

CH3,H eclipsed 1.4 kcal/mol

CH3,CH3 eclipsed 2.5 kcal/mol

CH3,CH3 gauche 0.9 kcal/mol

B.

Calculate the overall heats of reaction (?H) for each of the transformations below. Guided by these calculations, order the reactions from most likely to least likely to proceed.

Explanation / Answer

a) CH3-CH3 gauche is more stable conformation

b)

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