Phosphoramide
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| Names | |
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| IUPAC name
Phosphoric triamide
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Other names
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| O=P(NH2)3 | |
| Molar mass | 95.042 g·mol−1 |
| Appearance | white solid |
| good | |
| Acidity (pKa) | <3.6[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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. In bulk, the compound is a white solid which is soluble in polar solvents.
Chemical properties
[edit | edit source]Phosphoramide arises from the reaction of phosphoryl chloride with ammonia. In moist air, it hydrolyzes to an ammonium salt:
- 2 H2O + O=P(NH2)3 → [NH4]+[PO2(OH)(NH2)]− + NH3
It reacts with sodium hydroxide with loss of ammonia:[2]
- NaOH + O=P(NH2)3 → Na+[PO2(NH2)2]− + NH3
The related thiophosphoryl triamide compound S=P(NH2)3 was made from the reaction of thiophosphoryl chloride with ammonia.
Phosphoramides
[edit | edit source]Phosphoramide is also the parent compound for a range of derivatives called phosphoramides.[3] An example compound is the polar solvent hexamethylphosphoramide (HMPA).
References
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- ^ IUPAC, Compendium of Chemical Terminology, 5th ed. (the "Gold Book") (2025). Online version: (2006–) "phosphoramides". Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
External links
[edit | edit source]- Error creating thumbnail: File missing Media related to Lua error in Module:Commons_link at line 62: attempt to index field 'wikibase' (a nil value). at Wikimedia Commons
- File:Wiktionary-logo-en-v2.svg The dictionary definition of phosphoramide at Wiktionary
