Which of the following is NOT a Correct method of the preparation of benzylamine from cyanobenzene?

Options

A. (i) `HCl//H_(2)O` (ii) `NaBH_(4)`
B. (i) `LiAlH_(4)` (ii) `H_(3)O^(+)`
C. (i) `SnCl_(2)+HCl` (ii) `NaBH_(4)`
D. `H_(2),Ni`

Answer

To determine which method is NOT a correct way to prepare benzylamine from cyanobenzene, we will analyze each proposed reaction step by step.

### Step 1: Understanding the Compounds
- **Cyanobenzene** (C6H5CN) is a benzene ring with a cyano (–CN) group attached.
- **Benzylamine** (C6H5CH2NH2) is an amine with the structure where a benzyl group (C6H5CH2–) is attached to an amine group (–NH2).

### Step 2: Analyzing the Proposed Reactions
1. **First Reaction: Cyanobenzene treated with HCl and water**
- The reaction of cyanobenzene with HCl and water leads to the formation of benzoic acid (C6H5COOH) due to hydrolysis.
- The benzoic acid can then be reduced to benzyl alcohol (C6H5CH2OH) using NaBH4.
- **Conclusion:** This reaction does NOT yield benzylamine; it yields benzyl alcohol instead.

2. **Second Reaction: Cyanobenzene treated with H2 and S3 (sulfur)**
- This reaction involves the reduction of the cyano group (–CN) to an amine group (–NH2) in the presence of sulfur.
- This reaction can yield benzylamine.
- **Conclusion:** This is a correct method for preparing benzylamine.

3. **Third Reaction: Cyanobenzene treated with SnCl2 and HCl**
- In this reaction, the cyano group is converted to an iminium ion (C6H5CH=NH) in the presence of SnCl2 and HCl.
- The iminium ion can be further reduced to benzylamine using NaBH4.
- **Conclusion:** This is also a correct method for preparing benzylamine.

4. **Fourth Reaction: Cyanobenzene reduced with H2 in the presence of nickel**
- This reaction involves the hydrogenation of the cyano group to form benzylamine.
- **Conclusion:** This is a correct method for preparing benzylamine.

### Final Conclusion
The only reaction that does NOT yield benzylamine is the first one, which produces benzyl alcohol instead. Therefore, the answer to the question is:

**Option 1: Cyanobenzene treated with HCl and water.**

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