Question 3.42b, 3.52b ldentify and count the interactions that destabilize the f

Question

Question 3.42b, 3.52b ldentify and count the interactions that destabilize the following conformation, and compute its strain energy using the values provided in the table Be sure to specify units and to enter zero for interactions not present. Strain Energy Increments strain kJ/mol kcal/mol Interaction H H eclipsing 4.0 1.0 6.0 CH3 eclipsing CH3 CH3CH3 eclipsing | 11.0 | 2.6 CH3CH3 gauche | 3.8 | 0.9 CH3 H3C CH3 CH3 CH3-CH3 eclipsing CH3-CH3 gauche- H-H eclipsing- H-CHa eclipsing Total strain energy is

Explanation / Answer

1.

Since the molecule is in staggered conformation, there are no H-H eclipsing, H-CH3 eclipsing and CH3-CH3? eclipsing.

There is a gauche interaction between two methyl groups. There are four such CH3-CH3 gauche interactions.

The strain due to each CH3-CH3 gauche interaction is 3.8 kJ/mol. Hence the strain due to four such interactions is

4(3.8 kJ/mol) = 15.2 kJ/mol.

Total strain energy = 15.2 kJ/mol.

2. Functional groups present in the given molecule are:

a. alkene

c. arene

d.halide

e.alcohol

h. amine

k. carboxylic acid

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