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N-(n-Butyl)thiophosphoric triamide

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N-(n-Butyl)thiophosphoric triamide
Names
Other names Agrotain
N-Butylphosphorothioic triamide
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.103.392 Edit this at Wikidata
EC Number
  • 435-740-7
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H14N3PS/c1-2-3-4-7-8(5,6)9/h2-4H2,1H3,(H5,5,6,7,9)Key: HEPPIYNOUFWEPP-UHFFFAOYSA-N
SMILES
  • CCCCNP(=S)(N)N
Properties
Chemical formula C4H14N3PS
Molar mass 167.21 g·mol
Appearance white solid
Melting point 54 °C (129 °F; 327 K)
Hazards
GHS labelling:
Pictograms GHS05: CorrosiveGHS08: Health hazard
Signal word Danger
Hazard statements H318, H361
Precautionary statements P201, P202, P280, P281, P305+P351+P338, P308+P313, P310, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

N-(n-Butyl)thiophosphoric triamide (NBPT) is the organophosphorus compound with the formula SP(NH2)2(NHC4H9). It is an amide of thiophosphoric acid. A white solid, NBPT is an "enhanced efficiency fertilizer", intended to limit the release of nitrogen-containing gases following fertilization. Regarding its chemical structure, the molecule features tetrahedral phosphorus bonded to sulfur and three amido groups.

Use

NBPT functions as an inhibitor of the enzyme urease. Urease, pervasive in soil microorganisms, converts urea into ammonia, which is susceptible to volatilization if produced faster than it can be utilized by plants. Approximately 0.5% by weight NBPT is mixed with the urea.

See also

References

  1. Rose, Terry J.; Wood, Rachel H.; Rose, Michael T.; Van Zwieten, Lukas (2018). "A re-evaluation of the agronomic effectiveness of the nitrification inhibitors DCD and DMPP and the Urease Inhibitor NBPT". Agriculture, Ecosystems & Environment. 252: 69–73. Bibcode:2018AgEE..252...69R. doi:10.1016/j.agee.2017.10.008.
  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.
  3. Zaman, M.; Zaman, S.; Quin, B.F; Kurepin, L.V; Shaheen, S.; Nawaz, S.; Dawar, K.M (2014). "Improving Pasture Growth and Urea Efficiency Using N inhibitor, Molybdenum and Elemental Sulphur". Journal of Soil Science and Plant Nutrition. doi:10.4067/S0718-95162014005000020.
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