COMEDK2024Evening ShiftChemistryAlcohols Phenols and EthersActual
Compounds A and B , having the same molecular formula ( C ₄ H ₈ O ) , react separately with CH ₃ MgBr , followed by reaction with dil. HCl to form compounds X and Y respectively. Compound Y undergoes acidic dehydration in presence of Conc. H ₂ SO ₄ much more readily than X . Compound Y also reacts with Lucas reagent, much more readily than X , with appearance of turbidity. Identify X and Y .
Options
- AX = Pentan -1- ol Y = Pentan -2- ol
- BX = Pentan-2-ol Y =2 -Methylbutan-2-ol
- CX = Butan-2-ol Y = 2-Methylpropan-2-ol
- DX = Pentan-1-ol Y =2- Methylpentan-2-ol
Correct answer
B. X = Pentan-2-ol Y =2 -Methylbutan-2-ol
Step-by-step solution
A and B have molecular formula C₄H₈O (carbonyl compounds). Reacting with CH₃MgBr adds one carbon, giving 5-carbon alcohols X and Y. Y undergoes dehydration and Lucas test much more readily than X Y is a tertiary alcohol, X is a secondary alcohol. Ketone: Butanone ( CH₃COCH₂CH₃ ) + CH₃MgBr H₃O^+ 2-Methylbutan-2-ol (3° alcohol) Y Aldehyde: Butanal ( CH₃CH₂CH₂CHO ) + CH₃MgBr H₃O^+ Pentan-2-ol (2° alcohol) X X = Pentan-2-ol, Y = 2-Methylbutan-2-ol