Which of the following reagent sequences convert propene into propan-1-ol as the major product?

AHBr with peroxide, then aqueous NaOH
B $BH X_{3} \cdot THF$ , then $H X_{2} O X_{2} / NaOH$
C $Hg (OAc) X_{2}$ in $H X_{2} O$ , then $NaBH X_{4}$
DDilute $H X_{2} SO X_{4}$ , then heat with water

Answer: A, B

Peroxide-promoted HBr gives 1-bromopropane, which on

SN X_{2}

hydrolysis gives propan-1-ol. Hydroboration-oxidation gives the anti-Markovnikov alcohol. Oxymercuration-demercuration and acid-catalysed hydration are Markovnikov, giving propan-2-ol.

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