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When trans-stillbene and cis-stillbene react with pyridinium hydrobromide perbromide (PHP), one of them is getting a...

When trans-stillbene and cis-stillbene react with pyridinium hydrobromide perbromide (PHP), one of them is getting a racemic product. Which starting material leads to the racemic product?
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Answer #1
  1. The cis and trans isomers of stiblene has different geometries, when they are reacted with pyridinium tribromide, they give stereoisomers bromonium ion and eventually their products different in the stereochemistry.
  2. The product formed is 1,2-dibromo-1,2-diphenylethane has two sterogenic centres, which results in four stereoisomers.
  3. Trans-stiblene forms two meso products...image I
  4. cis-stiblene forms a reacmic mixture (equal amounts of two non-superimpossible mirror images isomers).....image -II
  5. See the attached image

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