COMEDK2025ChemistryHydrocarbonsActual
The major product of acid catalysed hydration reaction of 3,3-dimethylbut-1-ene is:
Options
- A2,2-dimethylbutan-1-ol
- B2,3-dimethylbutan-2-ol
- C3,3-dimethylbutan-2-ol
- D3,3-dimethylbutan-1-ol
Correct answer
B. 2,3-dimethylbutan-2-ol
Step-by-step solution
The acid-catalyzed hydration of 3,3-dimethylbut-1-ene proceeds via the formation of a carbocation intermediate. The reaction begins with the protonation of the double bond to form the more stable carbocation. Protonation of the terminal carbon of 3,3-dimethylbut-1-ene yields a secondary carbocation, (CH₃)₃C-CH⁺-CH₃ . This secondary carbocation undergoes a 1,2-methyl shift to form a more stable tertiary carbocation, (CH₃)₂C⁺-CH(CH₃)₂ . This rearrangement is driven by the conversion of a secondary carbocation into a