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Subject - Chemistry:

Basics

MCQ - 76-2262

Question:

Which one of the following statements explains why C6H5NH2 is a weaker base than CH3NH2?

  1. C6H5NH2 is sparingly soluble in water
  2. The lone pair of electrons on the nitrogen in C6H5NH2
  3. The lone pair of electrons on the nitrogen in C6H5NH2is delocalized over the benzene ring
  4. The lone pair of electrons on the nitrogen in C6H5NH2

Correct Answer: C

Explanation:

The basicity of an amine depends on the availability of the lone pair of electrons of nitrogen for donation to an acid. In C6H5NH2 , the lone electron pair of N is able to delocalize into the benzene ring, making it less susceptible to donation to an acid. Therefore it is a weaker base. In ethylamine, CH3CH2NH2, the ethyl group is electron donating by inductive effect and this enhances the availability of lone pair for donation.

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