Which of the following correctly describe the reaction of 2-methylpropene, $(CH X_{3}) X_{2} C = CH X_{2}$ ? Select all that apply.

AWith HBr in the presence of an organic peroxide the product is $(CH X_{3}) X_{2} CH - CH X_{2} Br$
B(i) $BH X_{3}$ in THF; (ii) $H X_{2} O X_{2} / NaOH$ gives $(CH X_{3}) X_{2} CH - CH X_{2} OH$
CWith HBr in the dark the product is $(CH X_{3}) X_{3} C - Br$
D(i) $Hg (OAc) X_{2} / H X_{2} O$ ; (ii) $NaBH X_{4}$ gives $(CH X_{3}) X_{2} CH - CH X_{2} OH$

Answer: A, B, C

Ionic HBr addition and oxymercuration are Markovnikov, giving the tertiary bromide and 2-methylpropan-2-ol respectively. The peroxide effect (radical chain) and hydroboration-oxidation are anti-Markovnikov and put Br or OH on the terminal carbon. So the last statement is wrong because oxymercuration-demercuration gives the tertiary alcohol, 2-methylpropan-2-ol.

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Which of the following correctly describe the reaction of 2-methylpropene, (CHX3​)X2​C=CHX2​? Select all that apply.

Answer: A, B, C

More questions on Alkenes: preparation and addition reactions

Which of the following correctly describe the reaction of 2-methylpropene, $(CH X_{3}) X_{2} C = CH X_{2}$ ? Select all that apply.