Per
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Oxamide and HNO3 ->?
Last time I made attemptions with Oxamide and I asked me what could happen if it is treated with nitric acid?
H2N-OC-CO-NH2 + HNO3 ->?
May it forms a salt or decomposes the amide to CO2, N2 and water.
Also I asked me if it´s possible to make other amides with Oxamide as precursor and how?
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Nicodem
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The protonated aliphatic amides generally have the pKa of about -0.5 in water. I don't know the pKa of oxamide itself but it should be thereabout as
well. It is therefore extremely unlikely that you can crystallize a nitrate of oxamide.
The oxidation of oxamide with HNO3 should happen readily upon heating to a temperature where the rate of HNO3 decomposition to NO2 is high enough
(since nitric oxides readily oxidize the –CONH2 group, while HNO3 does not). But at room temperature the oxidation is probably too slow to be of
concern.
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
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Per
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Now I tried this:
I put a small amount of Oxamide in yellow 98% HNO3, firstly nothing happened but after a few seconds the Oxamide dissolved completely in the acid and
the temperature didn´t increase.
After putting more Oxamide in this solution until it was saturated the acid was still yellow.
Then I poured the solution into water and small white crystals precipitated.
So it seems that you´re right, I didn´t guess that it´s so stable.
With this experience I assume converting this amine into others wouldn´t be easy too.
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Rosco Bodine
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More here
http://www.sciencemadness.org/talk/viewthread.php?tid=40&...
and here
http://www.sciencemadness.org/talk/viewthread.php?tid=18&...
[Edited on 7-8-2007 by Rosco Bodine]
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