- A(i) + (gas) (ii)
- B/
- C(i) (ii)
- D(i) / (ii)
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Correct answer: A, D
- Identify the starting compound and target product
Cyanobenzene is benzonitrile, with structure:
The target product is benzylamine:
So we need to convert a nitrile into a primary amine.
A nitrile on reduction gives:
- Check each option
Option B:
Catalytic hydrogenation of nitriles reduces them to primary amines: So B is a correct method.
Option C: (i) (ii)
is a standard reagent for reducing nitriles to primary amines: So C is a correct method.
Option A: (i) (gas) (ii)
This is Stephen reduction. A nitrile is first reduced to an iminium salt, which on hydrolysis gives an aldehyde: Then reduces benzaldehyde to benzyl alcohol, not benzylamine: Therefore this sequence does not give benzylamine.
So A is not a correct method.
Option D: (i) (ii)
Acidic hydrolysis of benzonitrile gives benzoic acid: Now is a mild reducing agent. It reduces aldehydes and ketones, but does not reduce carboxylic acids under ordinary conditions. So benzoic acid will not be converted to benzylamine.
Hence D is also not a correct method.
- Conclusion
Among the given options, A and D both are not correct methods for preparing benzylamine from cyanobenzene.
Since the question is marked as MCQ (single correct) but two options are incorrect, the stored answer appears incomplete/incorrect.
Therefore, the chemically correct conclusion is:
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