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Topic: Determination of Unknown Organic Acid  (Read 3475 times)

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Offline dmajor27

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Determination of Unknown Organic Acid
« on: October 25, 2011, 05:53:15 AM »
Based on experimentally determined data, I'm supposed to identify whether the organic acid is mono-, di-, or triprotic.  Then, based on the pKa(s) and molecular weight, determine which specific acid it is.

I know, based on feedback from my professor, that it is diprotic and that all my data is correct.  However, I can't find an acid that better fits my data.

My data is:  pKa1 = 3.36 and pKa2 = 11.81 with a molecular weight of 132.5 g/mol
I chose salicylic acid.
Which, according to the table in the assigned textbook, has a pKa1 of 2.972 and pKa2 of 13.7 with a molecular weight of 138.12 g/mol.


I've flipped through this table countless times now, and I still can't find a better candidate acid.  Apparently, however, there is an acid that fits better both in terms of pKas and molecular weight - based on my professors comments.  So, I don't know if she is basing it off a different table - or if I'm just blind.

Offline Borek

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Re: Determination of Unknown Organic Acid
« Reply #1 on: October 25, 2011, 10:00:31 AM »
Hard to say anything not seeing the table...
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Offline dmajor27

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Re: Determination of Unknown Organic Acid
« Reply #2 on: October 25, 2011, 01:19:09 PM »
Well, the table is in my textbook - - I just assumed some here would look up an acid dissociation table online or in some textbook they already owned . . . I'm not asking for it to match up exactly with my textbook, really.  Mainly just looking for suggestions, that way I could look it up in the table I have and see if it was simply an acid I had overlooked.

Offline matw2

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Re: Determination of Unknown Organic Acid
« Reply #3 on: October 25, 2011, 05:33:40 PM »
I don't have a table of PKa values, but you should look up Glutaric acid, it is diprotic with a mass of 135.1.

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