Phosphoramide

See also: Phosphoramides

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.

Phosphoramide

Names
IUPAC name Phosphoric triamide
Other names Diaminophosphorylamine Phosphoric amide Phosphoryl triamide Triaminophosphine oxide
Identifiers
CAS Number	13597-72-3 Y
3D model (JSmol)	Interactive image
ChemSpider	109920
PubChem CID	123317
UNII	M27WLZ6CWP Y
CompTox Dashboard (EPA)	DTXSID40159607
InChI 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
SMILES NP(=O)(N)N
Properties
Chemical formula	O=P(NH2)3
Molar mass	95.042 g·mol−1
Appearance	white solid
Solubility in water	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). Infobox references

Chemical properties

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

Main article: Phosphoramides

Phosphoramide is also the parent compound for a range of derivatives called phosphoramides.^[3] An example compound is the polar solvent hexamethylphosphoramide (HMPA).