Question

1. (3 points) Complete the Newman projection for the compound shown. The bond to focus on is indicated, and a template is provided for you to complete. Draw the lowest energy conformation around the indicated bond. Do not invert the stereochemistry at stereogenic centers. 2. (3 points) Complete the zig-zag drawing of the compound shown. A template is provided for you to complete. Do not invert the stereochemistry at stereogenic centers. Н - to

Answer 1

1. The given structure is converted to Newman projection focusing on indicated bond. Such newman projection obtained is not stable as there is repulsions due to bulky group eclipsing. When one of the group is rotated by 60 degrees, we get the most stable conformer which is anti type. Scheme is shown below

Br Br III x HO 8 3-D structure Newman projection of the molecule Most stable form

2. As above this question is also based on Newman projection. We view from the carbon next to cyclopentane ring and translate given 3D structure into following newman projection

HO А . от