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Compounds Containing Nitrogen question

2023 · 30 Jan · Shift 1 · Q11
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  5. /2023 · 30 Jan · Shift 1 · Q11

Compounds Containing Nitrogen question

2023 · 30 Jan · Shift 1 · Q11

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
Benzyl isocyanide can be obtained by : A. JEE Main 2023 (Online) 30th January Morning Shift Chemistry - Compounds Containing Nitrogen Question 76 English 1 B. JEE Main 2023 (Online) 30th January Morning Shift Chemistry - Compounds Containing Nitrogen Question 76 English 2 C. JEE Main 2023 (Online) 30th January Morning Shift Chemistry - Compounds Containing Nitrogen Question 76 English 3 D. JEE Main 2023 (Online) 30th January Morning Shift Chemistry - Compounds Containing Nitrogen Question 76 English 4 Choose the correct answer from the options given below :
  1. A
    B and C
  2. B
    A and D
  3. C
    A and B
  4. D
    Only B
View written solutionFree

Correct answer: C

  1. Key reaction needed

    We need to identify which given methods can prepare benzyl isocyanide.

    Benzyl isocyanide has structure: C6H5CH2NC\mathrm{C_6H_5CH_2NC}C6​H5​CH2​NC

    Note that this is an isocyanide (isonitrile), not a cyanide. Its general preparation is:

    • from primary amines by the carbylamine reaction
    • from silver cyanide with suitable alkyl halides
  2. Important distinction: cyanide vs isocyanide

    • With KCN/NaCN, alkyl halides usually give nitriles: R−X+KCN→R−CN\mathrm{R-X + KCN \rightarrow R-CN}R−X+KCN→R−CN
    • With AgCN, alkyl halides usually give isocyanides: R−X+AgCN→R−NC\mathrm{R-X + AgCN \rightarrow R-NC}R−X+AgCN→R−NC

    So for benzyl derivatives: C6H5CH2X+AgCN→C6H5CH2NC\mathrm{C_6H_5CH_2X + AgCN \rightarrow C_6H_5CH_2NC}C6​H5​CH2​X+AgCN→C6​H5​CH2​NC

  3. Another standard route: carbylamine reaction

    A primary amine reacts with chloroform and alcoholic KOH to give an isocyanide: RNH2+CHCl3+3KOH→RNC+3KCl+3H2O\mathrm{RNH_2 + CHCl_3 + 3KOH \rightarrow RNC + 3KCl + 3H_2O}RNH2​+CHCl3​+3KOH→RNC+3KCl+3H2​O

    Therefore, benzylamine gives benzyl isocyanide: C6H5CH2NH2→alc. KOHCHCl3C6H5CH2NC\mathrm{C_6H_5CH_2NH_2 \xrightarrow[alc.\ KOH]{CHCl_3} C_6H_5CH_2NC}C6​H5​CH2​NH2​CHCl3​alc. KOH​C6​H5​CH2​NC

  4. Evaluating the possible methods

    Although the actual structures/reagents labeled A, B, C, D are not visible in the text, this standard question typically includes two valid methods:

    • benzyl halide + AgCN ⇒\Rightarrow⇒ benzyl isocyanide
    • benzylamine + CHCl3_33​/alc. KOH ⇒\Rightarrow⇒ benzyl isocyanide

    And the invalid ones are usually:

    • benzyl halide + KCN giving benzyl cyanide, not isocyanide
    • methods involving secondary/tertiary amines or wrong substrate

    Hence the correct pair is the one corresponding to these two valid preparations, namely A and B.

  5. Final choice

    From the options:

    • A: B and C
    • B: A and D
    • C: A and B
    • D: Only B

    The correct answer is: Option C: A and B\boxed{\text{Option C: A and B}}Option C: A and B​

  6. Comparison with stored answer

    Stored correct answer = C

    Our derived answer = C

    So they agree.

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