The basicity constants of N,N-dimethylaniline and pyridine are almost the same, whereas 4-(N,N-dimethylamino)pyridine is considerably more basic
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Identify the more basic of the two nitrogens of 4-(N,N-dimethylamino)pyridine, and suggest an explanation for its enhanced basicity as compared with pyridine and N,N-dimethylaniline. Refer to Learning By Modeling and compare your prediction to one based on the calculated charge and electrostatic potential of each nitrogen.
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N(CH32 N(CH32 N.N-Dimethylaniline Kb 13 x 10-9 pk, 8.9 Pyridine4-(N.N-Dimethylamino pyridine K,2 x 10 pK, 8.7 pK, 43
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There is no obvious reason why the dimethylamino group in 4NN imethylaminopyridine ...View the full answer
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