N-(n-Butyl)thiophosphoric triamide
{{DISPLAYTITLE:N-(n-Butyl)thiophosphoric triamide}}
{{Chembox
| Name = N-(n-Butyl)thiophosphoric triamide
| ImageFile = N-butylthiophosphoryltriamide.svg
| ImageSize =
| ImageAlt =
| IUPACName =
| OtherNames = Agrotain
N-Butylphosphorothioic triamide
|Section1={{Chembox Identifiers
| CASNo = 94317-64-3
| ChEMBL = 3186430
| ChemSpiderID = 84405
| EC_number = 435-740-7
| PubChem = 93502
| UNII = A6103OK7GF
| StdInChI=1S/C4H14N3PS/c1-2-3-4-7-8(5,6)9/h2-4H2,1H3,(H5,5,6,7,9)
| StdInChIKey = HEPPIYNOUFWEPP-UHFFFAOYSA-N
| SMILES = CCCCNP(=S)(N)N
}}
|Section2={{Chembox Properties
| C=4|H=14|N=3|P=1|S=1
| MolarMass =
| Appearance = white solid
| Density =
| MeltingPtC = 54
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| GHSPictograms = {{GHS05}}{{GHS08}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|318|361}}
| PPhrases = {{P-phrases|201|202|280|281|305+351+338|308+313|310|405|501}}
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}
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.{{cite journal |doi=10.1016/j.agee.2017.10.008|title=A re-evaluation of the agronomic effectiveness of the nitrification inhibitors DCD and DMPP and the Urease Inhibitor NBPT|year=2018|last1=Rose|first1=Terry J.|last2=Wood|first2=Rachel H.|last3=Rose|first3=Michael T.|last4=Van Zwieten|first4=Lukas|journal=Agriculture, Ecosystems & Environment|volume=252|pages=69–73|bibcode=2018AgEE..252...69R }} 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.{{cite journal |doi=10.1016/j.agee.2016.08.019|title=Ammonia Volatilization from Synthetic Fertilizers and its Mitigation Strategies: A Global Synthesis|year=2016|last1=Pan|first1=Baobao|last2=Lam|first2=Shu Kee|last3=Mosier|first3=Arvin|last4=Luo|first4= Yiqi|last5=Chen|first5=Deli|journal=Agriculture, Ecosystems & Environment|volume=232|pages=283–289|bibcode=2016AgEE..232..283P }} 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.{{cite journal |doi=10.4067/S0718-95162014005000020|title=Improving Pasture Growth and Urea Efficiency Using N inhibitor, Molybdenum and Elemental Sulphur|year=2014|last1=Zaman|first1=M. |last2=Zaman|first2=S.|last3=Quin|first3=B.F|last4=Kurepin|first4=L.V|last5=Shaheen|first5=S.|last6=Nawaz|first6=S.|last7=Dawar|first7=K.M|journal=Journal of Soil Science and Plant Nutrition|doi-access=free}}
See also
- Phenyl phosphorodiamidate, another urease inhibitor