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Question

Which of the following orders is true regarding the basic nature of −NH2 group?

A
oToluidine>Aniline>oNitroaniline
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B
oToluidine<Aniline>oNitroaniline
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C
oToluidine<Aniline<oNitroaniline
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D
oToluidine>Aniline<oNitroaniline
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Solution

The correct option is B oToluidine<Aniline>oNitroaniline
The correct order of basic strength of aromatic amines is oToluidine<Aniline>oNitroaniline.

Aniline is more basic than ortho nitro aniline because the presence of electron withdrawing nitro group decreases the ease with which N can donate a lonepair of electrons.

o-Toluidine is less basic than aniline because whenever a substituent is present in the ortho position, it decreases its basicity.

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