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Topic: Conversion of dicarboxylic acid  (Read 2816 times)

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Offline Theresa Lee

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Conversion of dicarboxylic acid
« on: February 28, 2015, 10:29:57 AM »
Hey guys, do you have any suggestion on converting oxalic acid to tartaric acid? I've spend few hours thinking about this and still I can't come up with an idea.

Offline sjb

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Re: Conversion of dicarboxylic acid
« Reply #1 on: February 28, 2015, 12:08:56 PM »
Hey guys, do you have any suggestion on converting oxalic acid to tartaric acid? I've spend few hours thinking about this and still I can't come up with an idea.

what sort of scale? any particular isomer of tartartic acid?

Offline Theresa Lee

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Re: Conversion of dicarboxylic acid
« Reply #2 on: February 28, 2015, 12:22:07 PM »
Not an isomer. Conversion of the oxalic acid to tartaric acid as enclosed below.  ;D

Offline sjb

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Re: Conversion of dicarboxylic acid
« Reply #3 on: February 28, 2015, 01:06:59 PM »
Yes, I know the structures. But tartaric acid exists in three forms, (R,R), (S,S), and meso. Do you mean a mixture of all three is potentially OK. What do you need the tartaric for?

Offline Theresa Lee

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Re: Conversion of dicarboxylic acid
« Reply #4 on: February 28, 2015, 01:59:02 PM »
Sorry but I never heard of the three forms of tartaric acid you've mentioned. Well, this is just a simple A-level question, it is just ask for conversion. It may require few stages but I could not figure it out.

Offline billnotgatez

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Re: Conversion of dicarboxylic acid
« Reply #5 on: February 28, 2015, 02:58:42 PM »
Just an entry to provide links should anyone want further reading (like me)
---
Oxalic acid
ethanedioic acid
http://en.wikipedia.org/wiki/Oxalic_acid
---
tartartic acid
2,3-dihydroxybutanedioic acid
http://en.wikipedia.org/wiki/Tartaric_acid

Offline Babcock_Hall

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Re: Conversion of dicarboxylic acid
« Reply #6 on: March 03, 2015, 12:23:41 PM »
@OP

Would you characterize the chemistry of this transformation for us?  Are you adding/subtracting carbons?  Is it an oxidation, reduction, hydrolysis, elimination, or something else?  In other words, what do you think is chemically happening?
« Last Edit: March 03, 2015, 12:57:21 PM by Babcock_Hall »

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