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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. 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
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
O=P(NH2)3
Molar mass95.042 g·mol−1
Appearancewhite 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).

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

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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