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Topic: Which is more alkaline and why ?  (Read 2015 times)

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Offline marcus21

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Which is more alkaline and why ?
« on: January 14, 2012, 02:46:37 AM »
Can somewane gives me a more detailed description, which is more alkaline (order it 1 to 3) and why. List of compounds
God day and thanks for answers.


Offline Schrödinger

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Re: Which is more alkaline and why ?
« Reply #1 on: January 14, 2012, 10:19:10 AM »
Ethanamine, i believe is more basic than ammonia. Consider the conjugate acid, the ammonium ion and the ethylammonium ion. The positive charge on the N is better stabilized in the 2nd case thanks to the +I effect of the ethyl group.
Pyridine : The positive charge on the N is stabilized by conjugation, no doubt, but at the cost of loss of aromaticity. Plus, the positive charge is on an sp2 N, not sp3 N as in the other 2 cases.

So, my bet is : Ethylamine>Ammonia>Pyridine (decreasing order of basic strength)
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