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Compounds Containing Nitrogen question

2019 · 9 Jan · Shift 1 · Q3
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Compounds Containing Nitrogen question

2019 · 9 Jan · Shift 1 · Q3

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
The major product of following reaction is : JEE Main 2019 (Online) 9th January Morning Slot Chemistry - Compounds Containing Nitrogen Question 199 English
  1. A
    RCOOH
  2. B
    RCONH2RCONH_2RCONH2​
  3. C
    RCHO
  4. D
    RCH2NH2RCH_2NH_2RCH2​NH2​
View written solutionFree

Correct answer: C

  1. Identify the reaction

    This question is from compounds containing nitrogen, and the options suggest products obtainable from a nitrile or related nitrogen derivative.

    The standard reaction typically asked here is the Stephen reduction, in which a nitrile R−C≡NR-C\equiv NR−C≡N is reduced under controlled conditions to give an aldehyde after hydrolysis.

  2. Relevant transformation

    The sequence is:

    R−C≡N→HClSnCl2R−CH=NH⋅HCl→H2OR−CHOR-C\equiv N \xrightarrow[\text{HCl}]{\text{SnCl}_2} R-CH=NH \cdot HCl \xrightarrow{H_2O} R-CHOR−C≡NSnCl2​HCl​R−CH=NH⋅HClH2​O​R−CHO

    So, nitrile is converted into an aldehyde.

  3. Check the options

    • A: RCOOHRCOOHRCOOH

      This is obtained by hydrolysis of nitrile under acidic/basic conditions, not by Stephen reduction.

    • B: RCONH2RCONH_2RCONH2​

      This is the amide, usually formed by partial hydrolysis of nitrile, not the major product here.

    • C: RCHORCHORCHO

      This is the aldehyde formed in Stephen reaction. Correct.

    • D: RCH2NH2RCH_2NH_2RCH2​NH2​

      This is a primary amine, obtained by catalytic reduction or LiAlH4LiAlH_4LiAlH4​ reduction of nitrile, not here.

  4. Conclusion

    Therefore, the major product is:

    RCHO\boxed{RCHO}RCHO​

  5. Comparison with stored answer

    Stored correct answer: C

    Our derived answer: C

    Hence, they agree.

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