Jeeify
MCQMediumJEE Main 2023 · 29 January, Shift 2Reaction Mechanisms (Substitution, Addition, Elimination)

Chemistry Question from JEE Main 2023 · 29 January, Shift 2

Find out the major product for the following reaction:

Starting organic substrate showing a cyclobutane ring attached to a tertiary alcohol side chain with a methyl substituent, reacted with hydronium ion.

→\rightarrow Major Product

Four product options labeled 1 to 4, showing different alkene structures formed from dehydration and possible ring-expanded or exocyclic double-bond products.
  • A

    (1) 1,6-dimethylcyclohexene — methyl on one alkene carbon and methyl on the adjacent sp3sp^3 carbon (trisubstituted)

  • B

    (2) 1,2-dimethylcyclohexene — a methyl on each alkene carbon (tetrasubstituted)

  • C

    (3) 2-methyl-1-methylenecyclohexane — exocyclic C=CH2\text{C}=\text{CH}_2 with an adjacent methyl (disubstituted)

  • D

    (4) 1-ethenyl-1-methylcyclopentane — the five-membered ring is retained, with a vinyl group on the quaternary carbon

Answer & step-by-step solution

Sign in to reveal the correct answer, the full step-by-step solution, and the common mistakes for this question.

Sign in to see the solution

Practice more Reaction Mechanisms (Substitution, Addition, Elimination) questions

Get unlimited AI-adaptive practice, mastery tracking, and an AI tutor that explains every step - free to start.

Start free trialMore on Reaction Mechanisms (Substitution, Addition, Elimination)

Related questions