
- AQ = , W =
- BR = benzenamine, V = KCN
- CQ = , R = phenylmethanamine
- DW = , V =
View written solutionFree
Correct answer: C, D
To identify the correct options, we use the standard reaction pattern for converting an alkyl/benzyl halide into different nitrogen-containing compounds.
The sequence implied by the options is of the form:
- A benzyl halide reacts with either or to give different products.
- One product on reduction with gives an amine.
- Another substitution with cyanide reagent gives either nitrile or isocyanide depending on the reagent.
The key standard facts are:
1. Reaction of alkyl halides with nitrite ions
Nitrite is an ambident nucleophile.
-
With , attack occurs mainly through oxygen, giving alkyl nitrite:
-
With , attack occurs mainly through nitrogen, giving nitroalkane:
For a benzyl halide :
- With :
- With :
So if the later product is reduced to a benzylamine-type compound, it must come from the nitro compound, hence not .
Thus, option C is consistent in its first part, while A is not.
2. Reduction of nitro compound with
A nitro compound reduces to a primary amine:
So,
This product is phenylmethanamine (benzylamine), not benzenamine (aniline).
Therefore:
- phenylmethanamine is correct.
- benzenamine is incorrect.
So option C is correct, and option B is incorrect.
3. Reaction of alkyl halides with cyanide reagents
Cyanide is also ambident.
-
With , attack occurs through carbon, giving nitrile:
-
With , attack occurs through nitrogen side of covalent AgCN, giving isocyanide:
Thus if the sequence requires formation of isocyanide, then not .
Hence option D is correct and option B is incorrect.
4. Reduction reagent
Reduction of nitro compound to amine is indeed done by:
So the statement in option D about is correct.
Option-wise evaluation
Option A: ,
- is correct.
- But should be , not .
So A is incorrect.
Option B: ,
- should be phenylmethanamine, not benzenamine.
- should be if isocyanide is formed.
So B is incorrect.
Option C: ,
Both are correct.
So C is correct.
Option D: ,
Both are correct.
So D is correct.
Final Answer
The correct options are:
Comparison with stored correct answer
Stored correct answer: C, D
My derived answer matches the stored answer.
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