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Topic: which amine is more basic  (Read 4972 times)

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Offline jiang295

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which amine is more basic
« on: January 20, 2010, 02:18:04 AM »
primary amine or secondary amine(only methyl substituent)?
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Offline orgopete

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Re: which amine is more basic
« Reply #1 on: January 20, 2010, 10:32:28 AM »
They are virtually identical.
methylammonium, pKa 10.62
dimethylammonium, pKa 10.64

http://research.chem.psu.edu/brpgroup/pKa_compilation.pdf
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Offline vhpk

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Re: which amine is more basic
« Reply #2 on: January 21, 2010, 03:48:33 AM »
Quote from: jiang295 on January 20, 2010, 02:18:04 AM
primary amine or secondary amine(only methyl substituent)?
CH3NH2 (pKa = 10.66)is less basic than CH3NHCH3(pKa=10.73) ( Handbook of Chemistry and Physics) since 2 group of methyl with inductive effect make the electron pair on N more available -> easier for donation.
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