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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o2055

3-Methylbut-1-ene is converted into alcohols by various methods. Select the correct statements.

ADilute $H X_{2} SO X_{4}$ gives mainly 2-methylbutan-2-ol.
B $Hg (OAc) X_{2} / H X_{2} O$ , then $NaBH X_{4}$ gives mainly 3-methylbutan-2-ol.
C $BH X_{3} \cdot THF$ , then $H X_{2} O X_{2} / NaOH$ gives mainly 3-methylbutan-1-ol.
D $BH X_{3} \cdot THF$ , then $H X_{2} O X_{2} / NaOH$ gives mainly 2-methylbutan-2-ol.

Answer: A, B, C

Acid hydration involves a free cation and a hydride shift, giving tertiary 2-methylbutan-2-ol. Oxymercuration is Markovnikov without rearrangement, giving 3-methylbutan-2-ol. Hydroboration is anti-Markovnikov, giving 3-methylbutan-1-ol. Hydroboration cannot give the tertiary alcohol.

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