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

Chemical compound

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]

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

[edit]

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

## References

[edit]

1. ^ Gholivand, Khodayar; Pooyan, Mahsa; Mohammadpanah, Fahimeh; Pirastefar, Foroogh; Junk, Peter C.; Wang, Jun; Ebrahimi Valmoozi, Ali Asghar; Mani-Varnosfaderani, Ahmad (2019). "Synthesis, Crystal Structure and Biological Evaluation of New Phosphoramide Derivatives as Urease Inhibitors Using Docking, QSAR and Kinetic Studies". Bioorganic Chemistry. 86: 482–493\. doi:10.1016/j.bioorg.2019.01.064. PMID 30772649. S2CID 73460771.
2. ^ Pan, Baobao; Lam, Shu Kee; Mosier, Arvin; Luo, Yiqi; Chen, Deli (2016). "Ammonia Volatilization from Synthetic Fertilizers and its Mitigation Strategies: A Global Synthesis". Agriculture, Ecosystems & Environment. 232: 283–289\. Bibcode:2016AgEE..232..283P. doi:10.1016/j.agee.2016.08.019.

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[H302]: H302: Harmful if swallowed
*[H319]: H319: Causes serious eye irritation
*[P264]: P264: Wash ... thoroughly after handling.
*[P270]: P270: Do not eat, drink or smoke when using this product.
*[P280]: P280: Wear protective gloves/protective clothing/eye protection/face protection.
*[P301+P312]: P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P305+P351+P338]: P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.
*[P330]: P330: Rinse mouth.
*[P337+P313]: P337+P313: If eye irritation persists: Get medical advice/attention.
*[P501]: P501: Dispose of contents/container to ...