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MHT CET202525 Apr 2025Evening ShiftChemistryHydrocarbonsActual

When 2-Methylbut-2-ene is treated with hydrogen chloride, the major product formed is

Options

  1. A3-chloro-2-methylbutane
  2. B2-chloro-2-methylbutane
  3. C2-chloro-3-methylbutane
  4. D2-chlorobutane

Correct answer

B. 2-chloro-2-methylbutane

Step-by-step solution

Electrophilic addition of HCl to 2-methylbut-2-ene follows Markovnikov’s rule. The alkene is CH₃-C(CH₃)=CH-CH₃ . Hydrogen adds to carbon 3 (less substituted, with more hydrogens), generating a tertiary carbocation at carbon 2: CH₃-C^+(CH₃)-CH₂-CH₃ . Chloride then attacks, yielding CH₃-C(Cl)(CH₃)-CH₂-CH₃ . Numbering the chain from the end nearest substituents gives 2-chloro-2-methylbutane, corresponding to option B.

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