JEE Main 2022 · 26 Jun · Shift 2 · Chemistry Q73 · Dronacharya Exams

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ChemistrySingle correct+4 / -1Question 73 of 90

The major product in the following reaction is

3,3-Dimethylbut-1-ene treated with (i) Hg(OAc)2, H2O (ii) NaBH4.

A

3,3-dimethylbutan-2-ol

3,3-Dimethylbutan-2-ol.

B

3,3-dimethylbutan-2-one

3,3-Dimethylbutan-2-one.

C

2,3-dimethylbutan-2-ol

2,3-Dimethylbutan-2-ol.

D

3,3-dimethylbutan-1-ol

3,3-Dimethylbutan-1-ol.

Answer and worked solution

Official answer: A

Oxymercuration-demercuration gives Markovnikov hydration without carbocation rearrangement: 3,3-dimethylbut-1-ene → 3,3-dimethylbutan-2-ol.

(A)

Topics:Alkenes Alcohols

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