MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms II: Electrophilic and Radical Reactions / Electrophilic addition to alkenes and Markovnikov rule
JEE Main levelSingle correct optionDifficulty 2 of 3o2016

1-Methylcyclohexene reacts with HBr in the dark. The major product is

  1. A1,2-dibromo-1-methylcyclohexane
  2. B1-bromo-1-methylcyclohexane
  3. C(bromomethyl)cyclohexane
  4. D2-bromo-1-methylcyclohexane

Answer: B

H adds to C-2 (the carbon with H) so that the tertiary 1-methylcyclohexyl cation forms. Bromide then adds at C-1. The product is 1-bromo-1-methylcyclohexane (tertiary bromide).
Practice Organic Reaction Mechanisms II: Electrophilic and Radical Reactions More on Electrophilic addition to alkenes and Markovnikov rule
Previous questionNext question

More questions on Electrophilic addition to alkenes and Markovnikov rule