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Compounds Containing Nitrogen question

2003 · Shift 0 · Q19
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Compounds Containing Nitrogen question

2003 · Shift 0 · Q19

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
Ethyl isocyanide on hydrolysis in acidic medium generates
  1. A
    propanoic acid and ammonium salt
  2. B
    ethanoic acid and ammonium salt
  3. C
    methylamine salt and ethanoic acid
  4. D
    ethylamine salt and methanoic acid
View written solutionFree

Correct answer: D

  1. Identify the compound

    Ethyl isocyanide has the structure: C2H5−N≡C\mathrm{C_2H_5{-}N\equiv C}C2​H5​−N≡C

    Isocyanides (or carbylamines) have the general formula: R−N≡C\mathrm{R{-}N\equiv C}R−N≡C

  2. Recall the hydrolysis reaction of isocyanides in acidic medium

    On acidic hydrolysis, isocyanides give a primary amine and formic acid. In acidic medium, the amine exists as its ammonium salt.

    General reaction: R−N≡C+2H2O+HCl→R−NH3+Cl−+HCOOH\mathrm{R{-}N\equiv C + 2H_2O + HCl \rightarrow R{-}NH_3^+Cl^- + HCOOH}R−N≡C+2H2​O+HCl→R−NH3+​Cl−+HCOOH

    So, the products are:

    • amine corresponding to R\mathrm{R}R as its salt
    • methanoic acid
  3. Apply to ethyl isocyanide

    Here, R=C2H5\mathrm{R = C_2H_5}R=C2​H5​

    Therefore: C2H5−N≡C→acidhydrolysisC2H5NH3+X−+HCOOH\mathrm{C_2H_5{-}N\equiv C \xrightarrow[acid]{hydrolysis} C_2H_5NH_3^+X^- + HCOOH}C2​H5​−N≡Chydrolysisacid​C2​H5​NH3+​X−+HCOOH

    This means the products are:

    • ethylamine salt
    • methanoic acid
  4. Check the options

    • A: propanoic acid and ammonium salt — incorrect
    • B: ethanoic acid and ammonium salt — incorrect
    • C: methylamine salt and ethanoic acid — incorrect
    • D: ethylamine salt and methanoic acid — correct
  5. Final answer

    The correct option is: D\boxed{\text{D}}D​

  6. Comparison with stored correct answer

    Stored correct answer = D

    My derived answer = D

    Hence, they agree.

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