[figure] Identify B and C and how are A and C related?
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Answer
(1) [figure]
Solution
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Alc. NaOH ⇒ E2 dehydrobromination of the side chain (aryl C–Br does not react) ⇒ B = 4-bromostyrene
HBr (no peroxide) ⇒ Markovnikov addition: Br goes to the benzylic C ⇒ C = 1-bromo-4-(1-bromoethyl)benzene
A and C: same formula C8H8Br2, same skeleton, side-chain Br on different C ⇒ position isomers
Answer: (1)