N-(n-butyl)thiophosphoric triamide

N-(n-butyl)thiophosphoric triamide
Names
	Other names Agrotain; N-butylphosphorothioic triamide
Identifiers
CAS Number	94317-64-3;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3186430;
ChemSpider	84405;
EC Number	435-740-7;
PubChem CID	93502;
UNII	A6103OK7GF;
	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−1
Appearance	white solid
Melting point	54 °C (129 °F; 327 K)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H318, H361
GHS precautionary statements	P201, P202, P280, P281, P305+351+338, P308+313, P310, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

N-(n-butyl)thiophosphoric triamide (NBPT) is the organophosphorus compound with the formula SP(NH₂)₂(NHC₄H₉). A white solid, NBPT is an "enhanced efficiency fertilizer", intended to limit the release of nitrogen-containing gases following fertilization.^[1] 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.^[2] Urease, pervasive in soil microorganisms, converts urea into ammonia, which is susceptible to volatilization if produced faster than it can utilized by plants. Approximately 0.5% by weight NBPT is mixed with the urea.^[3]

References

↑ 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. doi:10.1016/j.agee.2017.10.008.
↑ 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.
↑ 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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[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. doi:10.1016/j.agee.2017.10.008.

[Pan-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.

[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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N-(n-butyl)thiophosphoric triamide

Topic: Chemistry

Use

See also

References

Names

Other names Agrotain N-butylphosphorothioic triamide
Identifiers
CAS Number	94317-64-3
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL3186430
ChemSpider	84405
EC Number	435-740-7
PubChem CID	93502
UNII	A6103OK7GF
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⁻¹
Appearance	white solid
Melting point	54 °C (129 °F; 327 K)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H318, H361
GHS precautionary statements	P201, P202, P280, P281, P305+351+338, P308+313, P310, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references