JEE Main · 2024 · 27 Jan 2024 · Shift 1 · Hydrocarbons

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3-Methylhex-2-ene on reaction with HBr in presence of peroxide forms an addition product (A). The number of possible stereoisomers for 'A' is ____.

Answer: 4

Solution

With peroxide present, HBr adds to 3-methylhex-2-ene by the anti-Markovnikov (free-radical) route, putting Br on the less-substituted alkene carbon. The product, 2-bromo-3-methylhexane, has two stereocentres (C2 and C3), giving

2^{2} = 4

stereoisomers.

JEE Main · 2024 · 27 Jan 2024 · Shift 1 · Integer answer

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