MHT CET202525 Apr 2025Evening ShiftChemistryHydrocarbonsActual
When 2-Methylbut-2-ene is treated with hydrogen chloride, the major product formed is
Options
- A3-chloro-2-methylbutane
- B2-chloro-2-methylbutane
- C2-chloro-3-methylbutane
- 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.