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COMEDK · Chemistry · 26. Alcohols Phenols and Ethers

An unsaturated organic compound (C\(_3\)H\(_6\)), undergoes the following series of reactions:
\(\text{C}_3\text{H}_6 \xrightarrow{\large{dil\ H_2SO_4}} [\text{B}]\ (\text{Major Product}) \xrightarrow{\large{+\ HCl\ /\ ZnCl_2}} [\text{C}] \xrightarrow{\large{Na_{(s)}\ /\ dry\ ether}} [\text{D}]\)
Identify compound [D]

  1. A 2,3–dimethylbutane
  2. B 2-methyl pentane
  3. C Cyclohexane
  4. D Hexane
Verified Solution

Answer & Solution

Correct Answer

(A) 2,3–dimethylbutane

Step-by-step Solution

Detailed explanation

The unsaturated organic compound \(\text{C}_3\text{H}_6\) is propene, \(\text{CH}_3-\text{CH}=\text{CH}_2\). Hydration of propene with dil. \(\text{H}_2\text{SO}_4\) follows Markovnikov's rule to give propan-2-ol as the major product [B].…