Which of the following compound gives secondary amine on reduction.

Options

A. Alkyl Nitrite
B. Carbylamine
C. Alkylcyanide
D. secodary nitro compound

Answer

To determine which compound gives a secondary amine upon reduction, we will analyze each option provided.

### Step-by-Step Solution:

1. **Identify the Compounds**:
- The options given are:
1. Alkyl nitrite
2. Carbylamine
3. Alkyl cyanide
4. Secondary nitro compound

2. **Analyze Alkyl Nitrite**:
- Alkyl nitrite has the structure R-O-N=O.
- Upon reduction (for example, using Sn/HCl), it produces alcohol and ammonia (NH3).
- Since ammonia is a primary amine, this option does not yield a secondary amine.
- **Conclusion**: Alkyl nitrite does not give a secondary amine.

3. **Analyze Carbylamine**:
- Carbylamine has the structure R-N≡C.
- Upon reduction (using H2/Pd-C), it produces R-NH-CH3.
- In this case, the nitrogen is bonded to two alkyl groups and one hydrogen, making it a secondary amine.
- **Conclusion**: Carbylamine gives a secondary amine.

4. **Analyze Alkyl Cyanide**:
- Alkyl cyanide has the structure R-C≡N.
- Upon reduction (using H2/Pd-C), it produces R-CH2-NH2.
- This results in a primary amine, not a secondary amine.
- **Conclusion**: Alkyl cyanide does not give a secondary amine.

5. **Analyze Secondary Nitro Compound**:
- A secondary nitro compound has the structure R-CH(R')-NO2.
- Upon reduction (using H2/Pd-C), it yields R-CH(R')-NH2.
- This also results in a primary amine.
- **Conclusion**: Secondary nitro compound does not give a secondary amine.

### Final Answer:
The only compound that gives a secondary amine upon reduction is **Carbylamine**.

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