Oxamide
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Oxamide | |
---|---|
IUPAC name | Ethanediamide |
Other names | Oxamide Oxalamide Oxamimidic acid Diaminoglyoxal Oxalic acid diamide 1-carbamoyl-Formimidic acid |
Identifiers | |
CAS number | [471-46-5] |
Properties | |
Molecular formula | C2O2N2H4 |
Molar mass | 88.0654 g/mol |
Appearance | White powder |
Density | 1.667 g/cm3 |
Solubility in water | Soluble |
Solubility | ethanol |
Hazards | |
EU classification | Mild Irritant (6.1) |
R-phrases | R36 |
S-phrases | S25 |
Flash point | >300oC |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
Oxamide is a white crystalline solid, which is soluble in ethanol, slightly soluble in water and insoluble in diethyl ether. Heating it in air to temperatures above 350°C causes decomposition yielding cyanogen and water. Oxamide is the double amide of oxalic acid.
[edit] Applications
It is used as a stabilizer for nitrocellulose preparations and may substitute urea in fertilizers.
Oxamide has proved a useful research tool due its ability to form self-assembled monolayers consisting of a hydrogen bonded network.[1]
[edit] References
- ^ Nguyen T.L., Fowler F.W., Lauher J.W., "Commensurate and incommensurate hydrogen bonds. An exercise in crystal engineering." Journal of the American Chemical Society, 123(44), pp. 11057-64, 2001. doi:10.1021/ja016635v