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Compounds Containing Nitrogen question

2021 · 25 Feb · Shift 2 · Q10
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Compounds Containing Nitrogen question

2021 · 25 Feb · Shift 2 · Q10

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
Carbylamine test is used to detect the presence of primary amino group in an organic compound. Which of the following compound is formed when this test is performed with aniline?
  1. A
    JEE Main 2021 (Online) 25th February Evening Shift Chemistry - Compounds Containing Nitrogen Question 156 English Option 1
  2. B
    JEE Main 2021 (Online) 25th February Evening Shift Chemistry - Compounds Containing Nitrogen Question 156 English Option 2
  3. C
    JEE Main 2021 (Online) 25th February Evening Shift Chemistry - Compounds Containing Nitrogen Question 156 English Option 3
  4. D
    JEE Main 2021 (Online) 25th February Evening Shift Chemistry - Compounds Containing Nitrogen Question 156 English Option 4
View written solutionFree

Correct answer: D

  1. Carbylamine test reaction

    The carbylamine test is given by primary amines (both aliphatic and aromatic) when heated with chloroform and alcoholic KOH.

    The general reaction is:

    RNH2+CHCl3+3KOH→RNC+3KCl+3H2ORNH_2 + CHCl_3 + 3KOH \rightarrow RNC + 3KCl + 3H_2ORNH2​+CHCl3​+3KOH→RNC+3KCl+3H2​O

    The product formed is an isocyanide (carbylamine), which has a very foul smell.

  2. Apply to aniline

    Aniline is:

    C6H5NH2C_6H_5NH_2C6​H5​NH2​

    Since aniline is a primary aromatic amine, it gives the carbylamine test.

    So the reaction is:

    C6H5NH2+CHCl3+3KOH→C6H5NC+3KCl+3H2OC_6H_5NH_2 + CHCl_3 + 3KOH \rightarrow C_6H_5NC + 3KCl + 3H_2OC6​H5​NH2​+CHCl3​+3KOH→C6​H5​NC+3KCl+3H2​O
  3. Identify the product

    The compound formed is:

    C6H5NCC_6H_5NCC6​H5​NC

    This is called phenyl isocyanide (or phenyl carbylamine).

  4. Conclusion

    Therefore, in the carbylamine test with aniline, the product formed is phenyl isocyanide.

    Since the stored correct answer is D, the correct option must correspond to phenyl isocyanide, C6H5NCC_6H_5NCC6​H5​NC.

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