In the chemical reaction, $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{NH}_{2}-\mathrm{CHCl}_{3}+3 \mathrm{KOH} \longrightarrow(\mathrm{A})+(\mathrm{B})+3 \mathrm{H}_{2} \mathrm{O}$, the compound $(\mathrm{A})$ and (B) are respectively

(D) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NC}$ and 3 KCl

(A) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{CN}$ and 3 KCl

(B) $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CONH}_{2}$ and 3 KCl

(C) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{NC}$ and $\mathrm{K}_{2} \mathrm{CO}_{3}$

JEE Main · 2007 · 29 Apr 2007 · Offline · Compounds Containing Nitrogen

In the chemical reaction,

CH_{3} CH_{2} NH_{2} - CHCl_{3} + 3 KOH ⟶ (A) + (B) + 3 H_{2} O

, the compound

(A)

and (B) are respectively

(A) $C_{2} H_{5} CN$ and 3 KCl
(B) $CH_{3} CH_{2} CONH_{2}$ and 3 KCl
(C) $C_{2} H_{5} NC$ and $K_{2} CO_{3}$
(D) $C_{2} H_{5} NC$ and 3 KCl✓ Correct

Answer: (D)

Solution

This is the carbylamine test: a primary amine warmed with chloroform and alcoholic potassium hydroxide gives a foul-smelling isocyanide. Ethylamine treated this way yields ethyl isocyanide,

C_{2} H_{5} NC

, together with potassium chloride and water. Balancing the three chlorine atoms of

CHC l_{3}

shows that three moles of

KCl

accompany the isocyanide.

JEE Main · 2007 · 29 Apr 2007 · Offline · Single correct option

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JEE Main · 2007 · 29 Apr 2007 · Offline · Compounds Containing Nitrogen

Solution

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