Engineering
Chemistry
Preparation of Amines
Test of amines
Question

In the given pairs which one is more basic and why?

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Solution
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(i) In CH3NH2 the +I effect of −CH3 group makes lone pair of electrons on N− atom more available for donation. On the other hand in C6H5NH2, the resonance effect causes delocalisation of lone pair of electrons over benzene ring and makes it less available for donation. Hence, CH3NH2 is more basic than C6H5NH2

(ii) CH3NH2 is more basic than NH3. The −CH3 group due to its +I effect pushes electron towards nitrogen and this makes the unshared electron pair more available for sharing with the proton of the acid.

(iii) As −CH3 group is electron releasing by +I effect ; hence p-toludine is more basic than aniline.

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