Which on doesn't liberate `NH_(3)` when undergoes hydrolysis?

Options

A. Benzamide
B. Acetontrile
C. Acetamide
D. Phenyl isocyanide

Answer

To determine which compound does not liberate ammonia (NH₃) upon hydrolysis, we will analyze each option provided in the question.

### Step-by-Step Solution:

1. **Understanding Hydrolysis**:
- Hydrolysis is a chemical reaction involving the breaking of a bond in a compound by the addition of water. In the context of amines, we are particularly interested in whether ammonia is released during this process.

2. **Analyzing Benzamide**:
- Benzamide has the structure C₆H₅C(O)NH₂.
- When benzamide undergoes hydrolysis, it reacts with water to form benzaldehyde (C₆H₅CHO) and ammonia (NH₃).
- Therefore, benzamide **does liberate NH₃** upon hydrolysis.

3. **Analyzing Acetonitrile**:
- Acetonitrile has the structure CH₃C≡N.
- Hydrolysis of acetonitrile requires multiple water molecules and results in the formation of acetic acid (CH₃COOH) and ammonia (NH₃).
- Thus, acetonitrile **also liberates NH₃** upon hydrolysis.

4. **Analyzing Acetamide**:
- Acetamide has the structure CH₃C(O)NH₂.
- Similar to benzamide, acetamide undergoes hydrolysis to yield acetic acid (CH₃COOH) and ammonia (NH₃).
- Hence, acetamide **liberates NH₃** upon hydrolysis as well.

5. **Analyzing Phenyl Isocyanate**:
- Phenyl isocyanate has the structure C₆H₅N=C=O.
- The hydrolysis of phenyl isocyanate is different. It does not directly yield ammonia. Instead, it forms an amide (aniline) and formic acid (HCOOH).
- Therefore, phenyl isocyanate **does not liberate NH₃** upon hydrolysis.

### Conclusion:
The compound that does not liberate ammonia (NH₃) when undergoing hydrolysis is **Phenyl Isocyanate**.

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