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Compounds Containing Nitrogen question

2010 · Shift 0 · Q11
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Compounds Containing Nitrogen question

2010 · Shift 0 · Q11

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
In the chemical reactions, AIEEE 2010 Chemistry - Compounds Containing Nitrogen Question 212 English the compounds ′A′'A'′A′ and ′B′'B'′B′ respectively are
  1. A
    nitrobenzene and fluorobenzene
  2. B
    phenol and benzene
  3. C
    benzene diazonium chloride and fluorobenzene
  4. D
    nitrobenzene and chlorobenzene
View written solutionFree

Correct answer: C

  1. Identify the standard reaction sequence involved

    In questions of this type, the sequence is typically:

    Aniline→0−5∘CNaNO2/HClbenzene diazonium chloride→HBF4, Δfluorobenzene\text{Aniline} \xrightarrow[0-5^\circ C]{NaNO_2/HCl} \text{benzene diazonium chloride} \xrightarrow{HBF_4,\ \Delta} \text{fluorobenzene}AnilineNaNO2​/HCl0−5∘C​benzene diazonium chlorideHBF4​, Δ​fluorobenzene

    The first step is diazotization of aniline.

  2. Formation of compound A

    Aniline reacts with nitrous acid generated in situ from NaNO2+HClNaNO_2 + HClNaNO2​+HCl at low temperature (0−5∘C)(0-5^\circ C)(0−5∘C) to form the diazonium salt:

    C6H5NH2→0−5∘CNaNO2/HClC6H5N2+Cl−C_6H_5NH_2 \xrightarrow[0-5^\circ C]{NaNO_2/HCl} C_6H_5N_2^+Cl^-C6​H5​NH2​NaNO2​/HCl0−5∘C​C6​H5​N2+​Cl−

    So,

    A=benzene diazonium chlorideA = \text{benzene diazonium chloride}A=benzene diazonium chloride

  3. Formation of compound B

    Benzene diazonium chloride on treatment through the Balz–Schiemann reaction gives fluorobenzene:

    C6H5N2+Cl−→HBF4C6H5N2+BF4−→ΔC6H5F+N2+BF3C_6H_5N_2^+Cl^- \xrightarrow{HBF_4} C_6H_5N_2^+BF_4^- \xrightarrow{\Delta} C_6H_5F + N_2 + BF_3C6​H5​N2+​Cl−HBF4​​C6​H5​N2+​BF4−​Δ​C6​H5​F+N2​+BF3​

    Thus,

    B=fluorobenzeneB = \text{fluorobenzene}B=fluorobenzene

  4. Match with options

    • A: nitrobenzene and fluorobenzene →\rightarrow→ incorrect
    • B: phenol and benzene →\rightarrow→ incorrect
    • C: benzene diazonium chloride and fluorobenzene →\rightarrow→ correct
    • D: nitrobenzene and chlorobenzene →\rightarrow→ incorrect
  5. Final answer

    Therefore, the compounds AAA and BBB are:

    benzene diazonium chloride and fluorobenzene\boxed{\text{benzene diazonium chloride and fluorobenzene}}benzene diazonium chloride and fluorobenzene​

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