JEE Main · 2023 · 24 Jan 2023 · Shift 2 · Hydrocarbons

Find out the major products from the following reactions.

(A)(see structure)
✓ Correct
(B)(see structure)
(C)(see structure)
(D)A = (see structure), B = (see structure)

Answer: (A)

Solution

The alkene is 2-methylbut-1-ene. With borane followed by alkaline hydrogen peroxide, boron adds to the terminal, less substituted carbon and the hydroxyl ends up there after oxidation, giving the primary alcohol 2-methylbutan-1-ol as product A. Oxymercuration with mercuric acetate and water followed by sodium borohydride instead places the hydroxyl on the more substituted carbon in Markovnikov fashion, giving the tertiary alcohol 2-methylbutan-2-ol as product B. The set showing the primary alcohol for A and the tertiary alcohol for B is the correct one.

JEE Main · 2023 · 24 Jan 2023 · Shift 2 · Single correct option

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