Question

An organic compound ‘A’ on reaction with NH₃ followed by heating gives compound B. Which on further strong heating gives compound C(C₈H₅NO₂). Compound C on sequential reaction with ethanolic KOH, alkyl chloride and hydrolysis with alkali gives a primary amine. The compound A is :

• A.
• B.
• C.
• D.

Answer 1

The Correct Option is C

 To find the correct option for compound 'A', let us analyze the information given step-by-step:

1. Compound 'A' reacts with NH₃, followed by heating, to give compound 'B'.
2. Compound 'B' on further strong heating gives compound 'C' with the formula C₈H₅NO₂.
3. Compound 'C', on reacting sequentially with ethanolic KOH, alkyl chloride, and hydrolysis with alkali, yields a primary amine.

The formula C₈H₅NO₂ suggests the compound could be a substituted benzamide or an anilide.

To deduce the correct option, consider the following reaction mechanism:

• Option 1: Incorrect, as it does not match the functional group transitions described.
• Option 2: Incorrect, does not satisfy the molecular structure transitions to an amine.
• Option 3: Matches the aromatic structure necessary for forming the benzamide structure.
• Option 4: Incorrect, it won't yield the final amine via the described reactions.

The correct option is Option 3:

\(\\text{C}_6\\text{H}_5\\text{COCl (Benzoyl chloride) reacts with NH}_3\\text{ to form Benzamide } (\\text{C}_6\\text{H}_5\\text{CONH}_2)\)

 

This benzamide can be further heated to give benzonitrile, C₆H₅C≡N, which corresponds to the intermediate compound C.

With ethanolic KOH, alkyl chloride, and hydrolysis, benzonitrile eventually forms a primary amine, specifically aniline C₆H₅NH₂, confirming the sequence of reactions matches.

Thus, the correct answer is the compound that initially forms benzamide, which is benzoyl chloride (C₆H₅COCl).