Organic Chemistry / Hydrogenation Retrosynthesis
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Video Solution: Compounds A and B are isomers of molecular formula C9H19Br. ...

Problem

Compounds A and B are isomers of molecular formula C9H19Br. Both yield the same alkene C as the exclusive product of elimination on being treated with potassium  tert -butoxide in dimethyl sulfoxide. Hydrogenation of alkene C gives 2,3,3,4-tetramethylpentane. What are the structures of compounds A and B and alkene C?    
 

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