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(C2H5)2NH >(C2H5)3N >C2H5NH2.Why the basic strength order is such?

(C2H5)2NH >(C2H5)3N >C2H5NH2.Why the basic strength order is such?

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Grade:12th pass

2 Answers

Khimraj
3007 Points
5 years ago
DUe to steric hindrence (C2H5)3N can not easily donate lone pair present on N.
saboo
20 Points
5 years ago
the above order is in aqueous solution. In aqueous solution in addition to inductive effect of alkyl group, stability of protonated ion (i.e. \small RNH_{3}^{+} , R_{2}NH_{2}^{+} and R_{3}NH^{+}) due to H bonding with solvent. Thus, accounting both factors (+I of alkyl group and stability of protonated ion, it has been observed that secondary amine is clear winner, in case of primary and tertiary one, there is minor difference in the basicity order with tertiary slightly better than primary when alkyl group is ethyl (not in case of methyl group primary is more basic than tertiary).

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