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Q.

Which of the following statements are is correct?

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a

p-Aminobenzoic acid is a dipolar ion. 

b

In Hoffmann elimination, a more substituted alkene is produced

c

The order of acid strength in the given compounds is NH3>CH3CONH2>CH3CO2NH

d

Sulphanilic acid can exist as a dipolar ion.

answer is C.

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Detailed Solution

(a) The correct order is NH3>CH3CONH2>CH3CO2NH In the anion from ammonia, the negative charge is localized on nitrogen. In the anion from acetamide, the negative charge is shared by nitrogen and one oxygen. In the anion from diacetamide, the negative charge is shared by nitrogen and two oxygens.

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(b) p-Aminobenzoic acid does not exist as dipolar ion. An aromatic -NH2 group is a weak base and it cannot neutralize the -COOH group. It can, however, neutralize the stronger acidic -SO3H group. Thus, sulphanilic acid can exist as dipolar ion.

( d) In Hofmann elimination, a less substituted alkene is produced.

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