An organic compound (X) with molecular formula $\mathrm{C}_3 \mathrm{H}_6 \mathrm{O}$ is not readily…

An organic compound (X) with molecular formula $\mathrm{C}_3 \mathrm{H}_6 \mathrm{O}$ is not readily oxidised. On reduction it gives $\mathrm{C}_3 \mathrm{H}_8 \mathrm{O}(\mathrm{Y})$ which reacts with HBr to give a bromide (Z) which is converted to Grignard reagent. This Grignard reagent on reaction with (X) followed by hydrolysis give 2,3-dimethylbutan-2-ol. Compounds $(\mathrm{X}),(\mathrm{Y})$ and $(\mathrm{Z})$ respectively are :
  1. $\mathrm{CH}_3 \mathrm{COCH}_3, \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}, \mathrm{CH}_3 \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_3$
  2. $\mathrm{CH}_3 \mathrm{COCH}_3, \mathrm{CH}_3 \mathrm{CH}(\mathrm{OH}) \mathrm{CH}_3, \mathrm{CH}_3 \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_3$
  3. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}, \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{OH}, \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}_2 \mathrm{Br}$
  4. $\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CHO}, \mathrm{CH}_3 \mathrm{CH}=\mathrm{CH}_2, \mathrm{CH}_3 \mathrm{CH}(\mathrm{Br}) \mathrm{CH}_3$

Asked in: JEE Main 2025 (04 Apr Shift 1)

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