Problem

A chemist allows some pure (2S,3R)-3-bromo-2,3-diphenylpentane to react with a solution...

A chemist allows some pure (2S,3R)-3-bromo-2,3-diphenylpentane to react with a solution of sodium ethoxide (NaOCH2CH3) in ethanol. The products are two alkenes: A (cis-trans mixture) and B, a single pure isomer. Under the same conditions, the reaction of (2S,3S)-3-bromo-2,3-diphenylpentane gives two alkenes, A (cis-trans mixture) and C. Upon catalytic hydrogenation, all three of these alkenes (A, B, and C) give 2,3 diphenylpentane. Determine the structures of A, B, and C, give equations for their formation, and explain the stereospecificity of these reactions.

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