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.

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FREE Expert 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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Problem Details

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.

Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the E2 - Anti-Coplanar Requiring Rotation concept. If you need more E2 - Anti-Coplanar Requiring Rotation practice, you can also practice E2 - Anti-Coplanar Requiring Rotation practice problems.

What is the difficulty of this problem?

Our tutors rated the difficulty ofDraw the product of the E2 elimination of (1S,2R)-1,2-dibrom...as medium difficulty.

How long does this problem take to solve?

Our expert Organic tutor, Jonathan took 5 minutes and 40 seconds to solve this problem. You can follow their steps in the video explanation above.

What professor is this problem relevant for?

Based on our data, we think this problem is relevant for Professor Cruz's class at USF.