JEE MainChemistryAlcohols Phenols and Ethers
Two isomers, X and Y, have the molecular formula C₄H₁₀O . Isomer X is sparingly soluble in water and does not react with sodium metal. Isomer Y is soluble in water, reacts vigorously with sodium metal to evolve a gas, and upon controlled oxidation yields a ketone. Identify X and Y.
Options
- AX = Butan-1-ol, Y = Diethyl ether
- BX = Diethyl ether, Y = Butan-2-ol
- CX = Diethyl ether, Y = Butan-1-ol
- DX = Diethyl ether, Y = 2-Methylpropan-2-ol
Correct answer
B. X = Diethyl ether, Y = Butan-2-ol
Step-by-step solution
The molecular formula C₄H₁₀O corresponds to saturated acyclic alcohols and ethers. Since isomer X does not react with sodium metal, it does not contain an active hydrogen. Therefore, X must be an ether (e.g., diethyl ether). Since isomer Y reacts with sodium metal to evolve hydrogen gas, it must be an alcohol. Furthermore, Y yields a ketone upon controlled oxidation, which indicates that Y is a secondary alcohol. Primary alcohols (like butan-1-ol) yield aldehydes or carboxylic acids, while tertiary alcohols (like 2