JEE Main · 2023 · Shift-ImediumHC-036

The major products 'A' and 'B', respectively, are:

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

The major products 'A' and 'B', respectively, are: image

Options
  1. a

    Option A

  2. b

    Option B

  3. c

    Option C

  4. d

    Option D

Correct Answera

Option A

Detailed Solution

Step 1: Identify the starting material and reagents

The reaction involves an alkene (2-methylprop-2-ene) treated with \ceH2SO4\ce{H2SO4} under different temperature conditions.

Step 2: Low temperature reaction (gives A)

At low temperature, \ceH2SO4\ce{H2SO4} adds to the alkene via Markovnikov addition: \ce(CH3)2C=CH2+H2SO4>(CH3)3COSO3H\ce{(CH3)_2C=CH2 + H2SO4 -> (CH3)_3C-OSO3H}

The product is an alkyl hydrogen sulfate (tert-butyl hydrogen sulfate) = Product A

Step 3: High temperature reaction (gives B)

At high temperature (Δ\Delta), elimination (dehydration) of the sulfate ester occurs, regenerating an alkene — but now a more substituted (Saytzeff) alkene forms:

image

Or the reaction at high temp with \ceH2SO4\ce{H2SO4} acts as a dehydrating agent to give the more stable, more substituted alkene = 2,3-dimethylbut-2-ene or similar tetrasubstituted alkene = Product B

Answer: Option (a)

Key Points to Remember:

  • Low temp + \ceH2SO4\ce{H2SO4}: addition → alkyl hydrogen sulfate
  • High temp + \ceH2SO4\ce{H2SO4}: elimination → alkene (more substituted, Saytzeff product)
  • The reaction is reversible — used for purifying alkenes (dissolve in cold \ceH2SO4\ce{H2SO4}, then heat to regenerate)

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The major products 'A' and 'B', respectively, are: (JEE Main 2023) | Canvas Classes