🤓 Based on our data, we think this question is relevant for Professor Drori's class at YESHIVA.

Solution: Draw the product of the E2 elimination of (1S,2R)-1,2-dibromo-1,2-diphenylethane (shown below left). Draw the product in the box below provided and complete the Newman projection of (1S,2R)-1,2-dibromo-1,2-diphenylethane looking along C1 to C2 in the correct geometry required to yield the product.

Problem

Draw the product of the E2 elimination of (1S,2R)-1,2-dibromo-1,2-diphenylethane (shown below left). Draw the product in the box below provided and complete the Newman projection of (1S,2R)-1,2-dibromo-1,2-diphenylethane looking along C1 to C2 in the correct geometry required to yield the product.

Solution

We’re being asked to draw the products for the E2 reaction of (1S,2R)-1,2-dibromo-1,2-diphenylethane.


Recall that the E2 reaction involves a backside β-elimination from the base:



Because of the concerted mechanism, E2 requires that the β-hydrogen and leaving group are antiperiplanar with each other.


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