Alcohols, Phenols and Ethers · Question 16

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:

1. CH3CH2CHO, CH3CH2CH2OH, CH3CH2CH2Br
2. CH3COCH3, CH3CH(OH)CH3, CH3CH(Br)CH3
3. CH3COCH3, CH3CH2CH2OH, CH3CH(Br)CH3
4. CH3CH2CHO, CH3CH=CH2, CH3CH(Br)CH3

A toxic compound "A" when reacted with NaCN in aqueous acidic medium yields an edible cooking component and food preservative "B". "B" is converted to "C" by diborane and can be used as an additive to petrol to reduce emission. "C" upon reaction with oleum at 140 C yields an inhalable anesthetic "D". Identify "A", "B", "C" & "D", respectively :

1. Methanol; acetic acid; ethanol; diethyl ether
2. Ethanol; acetonitrile; ethylamine; ethylene
3. Methanol; formaldehyde; methyl chloride; chloroform
4. Acetaldehyde; 2-hydroxypropanoic acid; propanoic acid; dipropyl ether