Chemistry:Phenyl phosphorodiamidate

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Phenyl phosphorodiamidate
PhOPO(NH2)2.svg
Names
Preferred IUPAC name
Phenyl phosphorodiamidate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 231-218-6
UNII
Properties
C6H9N2O2P
Molar mass 172.124 g·mol−1
Appearance white solid
Melting point 185 °C (365 °F; 458 K)
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H302, H319
P264, P270, P280, P301+312, P305+351+338, P330, P337+313, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

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

References

  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. 
  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. doi:10.1016/j.agee.2016.08.019.