Which of the following reactions produce ethyl cyanide as a major product? 1. \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}=\mathrm{NOH} \xrightarrow{\left(\mathrm{CH}_3 \mathrm{O}\right)_2 \mathrm{O}}\) 2. \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Cl} \xrightarrow{\text { Ethanolic } \mathrm{KCN}}\) 3. \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{Cl} \xrightarrow{\text { Ethanolic } \mathrm{KCN}}\) 4. \(\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CON}\left(\mathrm{CH}_3\right)_2 \xrightarrow[\text { Pyridine, } 70^{\circ} \mathrm{C}]{\stackrel{\mathrm{C}_6 \mathrm{H}_5 \mathrm{SO}_2 \mathrm{Cl}}{\longrightarrow}}\)

• A

  1,3
• B

  2,3
• C

  3,4
• Correct answer
  D

  1,2

Solution

\(1 . \mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CH}=\mathrm{NOH} \xrightarrow[-2 \mathrm{CH}_3 \mathrm{COOH}]{\left(\mathrm{CH}_3 \mathrm{CO}\right)_2 \mathrm{O}} \underset{\text{(Ethyl cyanide)}}{\mathrm{CH}_3 \mathrm{CH}_2 \mathrm{CN}}\)

So, reactions 1 and 2 give ethyl cyanide as the major product.

Hence, the correct answer is option: 'D'.