Oxamide
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Oxamide | |||||||||||||||
other names |
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Molecular formula | C 2 H 4 N 2 O 2 | |||||||||||||||
Brief description |
colorless needles |
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properties | ||||||||||||||||
Molar mass | 88.07 g · mol -1 | |||||||||||||||
Physical state |
firmly |
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Melting point |
350 ° C (decomposition) |
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solubility |
hardly soluble in water and in ethanol , insoluble in diethyl ether |
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safety instructions | ||||||||||||||||
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Thermodynamic properties | ||||||||||||||||
ΔH f 0 |
−504.4 kJ / mol |
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Oxamide , also called oxalic acid diamide , is the diamide of oxalic acid .
The high melting point can be explained by strong hydrogen bonds in the solid.
Manufacturing
Oxamid can be made in the following ways:
- Hydrolysis of dicyan
- partial oxidation of hydrogen cyanide with
- Oxygen in the presence of copper (II) nitrate (Hoechst) or
- Hydrogen peroxide
- Ammonolysis of di alkyl oxalates (by Ube )
use
- Fertilizer substitute for urea , as it only gradually releases nitrogen due to its poor solubility in water and slow hydrolysis (main application)
- Stabilizer in cellulose nitrate (gun cotton)
- Moderator in the combustion in rocket engines with ammonium perchlorate mixtures
Individual evidence
- ↑ a b c J. Falbe, M. Regitz (Ed.): Römpp Lexikon Chemie . 10th edition, Thieme, Stuttgart a. New York, 1996-1999. P. 3062.
- ↑ a b data sheet Oxamide purum from Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).
- ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-22.
- ↑ Sheridan, RC, Brown, EH; Preparation of Oxamide from Hydrogen Cyanide and Hydrogen Peroxide , J. Org. Chem, 1965, 30 (2), 669-670