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Which of the following substance on trea...

Which of the following substance on treatment with `NaNH_(2)` in liquid `NH_(3)` gives m-anisidine

A

o-Bromoanisole

B

m-Bromoanisole

C

p-Bromoanisole

D

None of these

Text Solution

Verified by Experts

The correct Answer is:
A, B
Nucleophilic substitution in the pressence of a strong base like `NaNH_(2)` takes place through elimination-addition or benzyne mechanism as explained below.

In this reaction both o-and m-bromonaisole give the same benzyne intermediate which on the addition of `NH_(3)` gives m-anisidine.
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Knowledge Check

  • Which of the following compounds will react with NaNH_(2) ?

    A
    `CH_(3)--= CH`
    B
    C
    D
    `Ph-underset(O)underset(||)overset(O)overset(||)(S)-OH`

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    A
    `CH_(3)--= CH`
    B
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    `Ph-underset(O)underset(||)overset(O)overset(||)(S)-OH`

  • Which of the following gives PH_3 on treatment with water ?

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    B
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    D
    All of the above
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