COMEDK2024Morning ShiftChemistryAlcohols Phenols and EthersActual
Match the compounds given in column I with the corresponding most stable Carbocations formed by each, as given in Column II, when they undergo acidic dehydration in presence of Conc. H ₂ SO ₄ . No. Column I No. Column II A 2-Methylbutan-1-ol P (CH₃)₂ + C - CH(CH₃)₂ B Butan-2-ol Q CH₃ - CH₂ - CH₂ - + C H₂ C 3,3-Dimethylbutan-2-ol R (CH₃)₂ + C - CH₂ - CH₃ D Butan-1-ol S CH₃ - + C H - CH₂ - CH₃
Options
- AA = Q B = R C = S D = P
- BA = S B = R C = Q D = P
- CA = R B = S C = P D = Q
- DA = Q B = S C = P D = R
Correct answer
C. A = R B = S C = P D = Q
Step-by-step solution
For 2-Methylbutan-1-ol (A): The initial carbocation is CH₃CH₂CH(CH₃)CH₂⁺ . A 1,2-hydride shift occurs to form the more stable tertiary carbocation (CH₃)₂C⁺CH₂CH₃ , which corresponds to R. For Butan-2-ol (B): The initial carbocation is CH₃CH⁺CH₂CH₃ , which is a secondary carbocation. This is already stable and corresponds to S. For 3,3-Dimethylbutan-2-ol (C): The initial carbocation is CH₃CH⁺C(CH₃)₃ . A 1,2-methyl shift occurs to form the more stable tertiary carbocation (CH₃)₂C⁺CH(CH₃)₂ , which corresponds to P. Fo