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Direct nitration of aniline is not carri...

Direct nitration of aniline is not carried out. Explain.

Text Solution

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Nitric acid being a strong oxidising agent oxidises most of aniline to form tarry oxidation products.
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(a) Account for the following : (i) Direct nitration of aniline yields significant amount of meta derivative. (ii) Primary aromatic cannot be prepared by Gabriel phthalimide synthesis. (b) Carry out the following conversions : (i) Ethanoic acid into methanamine. (ii) Aniline to p-Bromoniline. (c) Arrange the following in increasing order of basic strength : Aniline, p-nitroaniline and p-toludine.

carry out

Knowledge Check

  • Nitration of aniline is achieved by

    A
    direct nitration with nitrating mixture under reflux
    B
    using fuming `HNO_(3)`
    C
    acetylation followed by nitration and subsequent hydrolysis
    D
    `KNO_(3)` and conc `HNO_(3)`

  • Nitration of benzene is carried out with :

    A
    `HNO_(3)("dil.")`
    B
    `HNO_(3)("conc.")`
    C
    `HNO_(3)("fuming")`
    D
    `(HNO_(3)("conc.")+H_(2)SO_(4)("conc.")`

  • Direct nitration of aniline is not a feasible process because

    A
    the reaction cannot be stopped at the mononitration stage
    B
    a mixture of o, m and p-nitroaniline is always obtained
    C
    nitric acid oxidises most of aniline to give oxidation products along with only a small amount of nitrated products
    D
    all of the above.

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    Direct nitration of aniline yields __________ oxidation products in addition to nitro derivatives.

    Assertion (A) : Benzene diazonium chloride is a coloured gas. Reason (R) : Direct nitration of aniline yields tarry oxidation product.

    Nitration of aniline is carried out after acylation because

    When bromination of aniline is carried out by protecting -NH_2 . The product jis

    When bromination of aniline is carried out by protecting -NH_(2) . The product is

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