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
Phosphoramide
Names
IUPAC name
Phosphoric triamide
Other names
Phosphoric amide; Diaminophosphorylamine
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/H6N3OP/c1-5(2,3)4/h(H6,1,2,3,4)
    Key: DMSZORWOGDLWGN-UHFFFAOYSA-N
  • InChI=1/H6N3OP/c1-5(2,3)4/h(H6,1,2,3,4)
    Key: DMSZORWOGDLWGN-UHFFFAOYAP
  • NP(=O)(N)N
Properties
H6N3OP
Molar mass 95.042 g·mol−1
Appearance white solid
good
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
See also: Phosphoramides

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
Main article: 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
  1. Robert Klement, Otto Koch (1954). "Phosphoroxy‐triamid und Phosphorthio‐triamid". Chemische Berichte. 87 (3): 333–340. doi:10.1002/cber.19540870308.{{cite journal}}: CS1 maint: uses authors parameter (link)
  2. IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "phosphoramides". doi:10.1351/goldbook.A00484
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