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Q.

The structure of major products A,B and C in the following reaction are sequence.
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a

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b

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c

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d

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answer is A.

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Detailed Solution

Based on the reaction steps shown in the image:

Major products:

  • A: The intermediate formed when the aldehyde is treated sequentially with NaHSO₃/dil. HCl and NaCN/H₂O is a cyanohydrin.
    Structure:
    3,3-dimethylpentanenitrile (CH₃–C(CH₃)₂–CH₂–CH(CN)–OH)
  • B: When the cyanohydrin (A) is reduced with LiAlH₄, the nitrile group is reduced to primary amine.
    Structure:
    3,3-dimethylpentylamine (CH₃–C(CH₃)₂–CH₂–CH(CH₂NH₂)–OH) OR after rearrangement, the primary amine corresponding to reduction at the cyano-carbon.
  • C: On acid hydrolysis (HCl/H₂O, Δ), the nitrile group in (A) is hydrolyzed to a carboxylic acid.
    Structure:
    3,3-dimethylpentanoic acid (CH₃–C(CH₃)₂–CH₂–CH(COOH)–OH)

Sequence:

  • A: Cyanohydrin derivative (hydroxynitrile)
  • B: Primary amine (from reduction with LiAlH₄)
  • C: Carboxylic acid (from hydrolysis of nitrile)

The structures progress from nitrile (A) → amine (B) OR carboxylic acid (C) depending on the reaction used after cyanohydrin formation.

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