Phosphoramide
Phosphoramide is a chemical compound with the molecular formula O=P(NH2)3. It is a derivative of phosphoric acid in which each of the hydroxyl groups have been replaced with an amino group. Phosphoramide arises from the reaction of phosphoryl chloride with ammonia. It is a white solid that is soluble in polar solvents. In moist air, it hydrolyzes to an ammonium salt:
- 2 H2O + OP(NH2)3 → NH4+[HPO3(NH2)] + NH3
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IUPAC name
Phosphoric triamide | |
Other names
Phosphoric amide; Diaminophosphorylamine | |
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Properties | |
H6N3OP | |
Molar mass | 95.042 g·mol−1 |
Appearance | white solid |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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It reacts with sodium hydroxide with loss of ammonia:[1]
- NaOH + OP(NH2)3 → NaO2P(NH2)2 + NH3
The related thiophosphoryl compound P(=S)(NH2)3 was made from the reaction of thiophosphoryl chloride with ammonia.
Phosphoramides
Phosphoramide is also the parent compound for a range of derivatives called phosphoramides.[2] An example compound is the polar solvent hexamethylphosphoramide (HMPA).
References
- Robert Klement, Otto Koch (1954). "Phosphoroxy‐triamid und Phosphorthio‐triamid". Chemische Berichte. 87: 333–340. doi:10.1002/cber.19540870308.CS1 maint: uses authors parameter (link)
- IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "phosphoramides". doi:10.1351/goldbook.A00484
External links
- Media related to phosphoramides at Wikimedia Commons
- The dictionary definition of phosphoramide at Wiktionary
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