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JEE Advanced levelSingle correct optionDifficulty 3 of 3o2209

3,3-Dimethylbut-1-ene is treated with $Br X_{2}$ in water. The major product is

A1-bromo-3,3-dimethylbutan-2-ol
B3-bromo-2,3-dimethylbutan-2-ol
C2-bromo-3,3-dimethylbutan-1-ol
D1,2-dibromo-3,3-dimethylbutane only

Answer: A

A bromonium ion forms, not an open carbocation, so no methyl shift occurs. Water attacks the more substituted internal carbon. The product is

BrCH X_{2} - CH (OH) - C (CH X_{3}) X_{3}

.

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