Q137 / 200 · MHT CET - Medical 2026 (23 April Shift 1) · Chemistry
An organic compound A on reaction with thionyl chloride, gives compound B. Compound B, reacts with sodium in dry ether as solvent, gives 2,3-dimethyl butane. Identify compound A.
- Correct answerAIsopropyl alcohol
- BIsobutyl alcohol
- CEthane
- DIsobutane
Solution
Compound B reacts with sodium in dry ether to give 2,3-dimethylbutane. This is a Wurtz reaction.
$2R-Cl + 2Na \xrightarrow{\text{dry ether}} R-R + 2NaCl$
Since the product $R-R$ is 2,3-dimethylbutane, $(CH_3)_2CH-CH(CH_3)_2$, the alkyl group $R$ must be an isopropyl group, $(CH_3)_2CH-$.
Therefore, compound B is isopropyl chloride, $(CH_3)_2CH-Cl$.
Compound A reacts with thionyl chloride ($SOCl_2$) to give compound B. This indicates that compound A is an alcohol.
$R-OH + SOCl_2 \rightarrow R-Cl + SO_2 + HCl$
Thus, compound A is isopropyl alcohol, $(CH_3)_2CH-OH$.
Answer: Isopropyl alcohol
$2R-Cl + 2Na \xrightarrow{\text{dry ether}} R-R + 2NaCl$
Since the product $R-R$ is 2,3-dimethylbutane, $(CH_3)_2CH-CH(CH_3)_2$, the alkyl group $R$ must be an isopropyl group, $(CH_3)_2CH-$.
Therefore, compound B is isopropyl chloride, $(CH_3)_2CH-Cl$.
Compound A reacts with thionyl chloride ($SOCl_2$) to give compound B. This indicates that compound A is an alcohol.
$R-OH + SOCl_2 \rightarrow R-Cl + SO_2 + HCl$
Thus, compound A is isopropyl alcohol, $(CH_3)_2CH-OH$.
Answer: Isopropyl alcohol
Hence, the correct answer is option: 'A'.