3,3-Dimethylbut-1-ene is treated with Hg(OAc)2 in methanol, followed by NaBH4. The major product is

JEE Main levelSingle correct optionDifficulty 2 of 3ap138

3,3-Dimethylbut-1-ene is treated with $Hg (OAc) X_{2}$ in methanol, followed by $NaBH X_{4}$ . The major product is

Alkoxymercuration-demercuration gives Markovnikov addition of

CH X_{3} O X^{-}

and

H

without carbocation rearrangement because a mercurinium ion is involved. The methoxy group therefore ends up on C-2, giving

CH X_{3} - CH (OCH X_{3}) - C (CH X_{3}) X_{3}