Which of the following reduction reactions does not give an amine as product?

Options

A. `R-NO_(2) overset(H_(2))underset("Raney Ni")to`
B. `R-NO_(2)overset(LiAlH_(4))underset("ether")to`
C. `R-NO_(2) overset(Sn//HCl)to`
D. `R-NO_(2)overset(Zn//NH_(4)Cl)underset(Delta)to`

Answer

To determine which reduction reaction does not yield an amine as a product, we can analyze the given options systematically.

### Step-by-Step Solution:

1. **Identify the Reactions**: We need to analyze the reduction reactions involving nitro compounds (RNO2) and identify the products formed in each case.

2. **Reaction with H2 and RNa**:
- **Reaction**: RNO2 + H2 + RNa → RNH2
- **Product**: This reaction reduces the nitro group (NO2) to an amine (NH2).
- **Conclusion**: Produces an amine.

3. **Reaction with Lithium Aluminum Hydride (LAH)**:
- **Reaction**: RNO2 + LAH → RNH2
- **Product**: LAH is a strong reducing agent that reduces NO2 to NH2.
- **Conclusion**: Produces an amine.

4. **Reaction with Sn and HCl**:
- **Reaction**: RNO2 + Sn + HCl → RNH2
- **Product**: The presence of Sn and HCl also reduces the nitro group to an amine.
- **Conclusion**: Produces an amine.

5. **Reaction with Zn and NH4Cl (Heating)**:
- **Reaction**: RNO2 + Zn + NH4Cl (Heating) → RNHOH
- **Product**: In this case, the product formed is hydroxylamine (RNHOH), which is not an amine.
- **Conclusion**: Does not produce an amine.

### Final Answer:
The reduction reaction that does not give an amine as a product is:
**RNO2 in the presence of Zn and NH4Cl (Heating) gives RNHOH, which is not an amine.**