Question 12.5: What stereochemistry do you expect for the alkene obtained b...

What stereochemistry do you expect for the alkene obtained by E2 elimination
of (1S,2S)-1,2-dibromo-1,2-diphenylethane?

S t r a t e g y

Draw (1S,2S)-1,2-dibromo-1,2-diphenylethane so that you can see its stereochemistry and so that the –H and –Br groups to be eliminated are anti periplanar. Then carry out the elimination while keeping all substituents in
approximately their same positions, and see what alkene results.

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Anti periplanar elimination of HBr gives (Z)-1-bromo-1,2-diphenylethylene.

Annotation 2022-09-27 030130

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