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Solution


Q.

An organic compound (X) with molecular formula C3H6O is not readily oxidised. On reduction it gives C3H8O (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 gives 2,3-dimethylbutan-2-ol.

Compounds (X), (Y) and (Z) respectively are:                              [2025]
1 CH3COCH3, CH3CH2CH2OH, CH3CH(Br)CH3  
2 CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3  
3 CH3CH2CHO, CH3CH2CH2OH, CH3CH2CH2Br  
4 CH3CH2CHO, CH3CH=CH2, CH3CH(Br)CH2  

Ans.

(2)