{{DISPLAYTITLE:''N''-(''n''-Butyl)thiophosphoric triamide}} {{Chembox | Name = ''N''-(''n''-Butyl)thiophosphoric triamide | ImageFile = N-butylthiophosphoryltriamide.svg | ImageSize = | ImageAlt = | IUPACName = | OtherNames = Agrotain<br/>''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(NH<sub>2</sub>)<sub>2</sub>(NHC<sub>4</sub>H<sub>9</sub>). 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.<ref>{{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 }}</ref> 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.<ref name=Pan>{{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 }}</ref> 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.<ref>{{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}}</ref>
==See also== * Phenyl phosphorodiamidate, another urease inhibitor
==References== <references />
{{DEFAULTSORT:Butyl)thiophosphoric triamide, N-(n-}} Category:Thiophosphoryl compounds Category:Soil improvers Category:Fertilizers