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Topic: On Basicity Strength Of Organic Compounds  (Read 7554 times)

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Offline jaynelim

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On Basicity Strength Of Organic Compounds
« on: April 01, 2009, 11:43:02 AM »
hello. I was asked to do an assignment from my lecturer but couldn't find the right answers on the internet. Heregoes the question:
Formulate rules for determining if an organic compound will be strongly/weakly basic.

anyone?
please state the website/book used to find the answer, if possible.
Thank You!

Offline gfunk

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Re: On Basicity Strength Of Organic Compounds
« Reply #1 on: April 01, 2009, 12:14:53 PM »
What I would do is look at a table of pKa values of various organic protons, e.g. carboxylic protons, alkynic protons, alpha-carbonyl protons, amine protons, conjugated proton sources, etc.  Think of the properties of the anion and how well the resulting conjugate base can stabilize that anion (e.g. if anion is on a naturally electronegative species, if it is conjugated with pi-systems, etc.).

Flip those around to get basicity e.g. a stronger acid will be a weaker base, a hardly-acidic species will be very basic, etc.
Grad Student - Organic Chemistry
University of Alberta

Offline gfunk

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Re: On Basicity Strength Of Organic Compounds
« Reply #2 on: April 02, 2009, 11:12:55 PM »
If you're having a hard time trying to find a pKa table, you can use this one here:

http://home.cc.umanitoba.ca/~umstella/pKa_tables.pdf

It might be a bit hard to use, though.
Grad Student - Organic Chemistry
University of Alberta

Offline macman104

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Re: On Basicity Strength Of Organic Compounds
« Reply #3 on: April 02, 2009, 11:35:38 PM »

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