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Amines

Question
CBSEENCH12011281

Which of the following statements about primary amines is false?

  • Alkyl amine are stronger bases than aryl amines

  • Alkyl amines reacts with nitrous acid to produce alcohols

  • Aryl amines react with nitrous acid to produce phenols

  • Alkyl amines are stronger base than ammonia

Solution

C.

Aryl amines react with nitrous acid to produce phenols

i) The presence of electron withdrawing substituent decrease the basicity while the presence of electron releasing substituent like, -CH3 - C2H5 etc increases the acidity.
ii) HNO2 converts - NH2 group of an aliphatic amine into - OH while that of aromatic amines into - N =NCl.
Since phneyl group is a electron withdrawing group, it decreases the basicity. Alkyl group, on the other hand, being electron releasing, increases the basicity. Thus, alkyl amines are more basic as compared to arylamines as well as ammonia.
R-NH2 HNO2 R -OH
Thus, HNO2 (nitrous acid ) converts alkyl amines to alcohols. But,

C6H5NH2 HNO2 C6H5N = NClbenzene diazonium chloride

Thus, HNO2 does not convert aryl amines into phenol.