Phenyl phosphorodiamidate

Phenyl phosphorodiamidate is an organophosphorus compound with the formula C₆H₅OP(O)(NH₂)₂. A white solid, it is used as an inhibitor of urease,^[1] an enzyme that accelerates the hydrolysis of urea. In this way, phenyl phosphorodiamidate enhances the effectiveness of urea-based fertilizers. It is a component of the technology of controlled release fertilizers.^[2]

Phenyl phosphorodiamidate

Names
Preferred IUPAC name Phenyl phosphorodiamidate
Identifiers
CAS Number	7450-69-3 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL462480
ChemSpider	73959
ECHA InfoCard	100.028.380
EC Number	231-218-6
PubChem CID	81954
UNII	5F6HV3J4VN Y
CompTox Dashboard (EPA)	DTXSID4073382
InChI InChI=1S/C6H9N2O2P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H4,7,8,9) Key: AYRRNFHDJUXLEQ-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)OP(=O)(N)N
Properties
Chemical formula	C6H9N2O2P
Molar mass	172.124 g·mol−1
Appearance	white solid
Melting point	185 °C (365 °F; 458 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H319
Precautionary statements	P264, P270, P280, P301+P312, P305+P351+P338, P330, P337+P313, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

In terms of its molecular structure, phenyl phosphorodiamidate is a tetrahedral molecule structurally related to urea, hence its inhibitory function. It is a derivative of phosphoryl chloride.

See also

• N-(n-butyl)thiophosphoric triamide, a related urease inhibitor