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 be utilized by plants. Approximately 0.5% by weight NBPT is mixed with the urea.[3]

## See also

* Phenyl phosphorodiamidate, another urease inhibitor

## 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. 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. 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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*[CID]: Compound ID
*[H318]: Causes serious eye damage
*[H361]: Suspected of damaging fertility or the unborn child
*[P201]: Obtain special instructions before use
*[P202]: Do not handle until all safety precautions have been read and understood
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P281]: Use personal protective equipment as required
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P308+313]: IF exposed or concerned: Get medical advice/attention
*[P310]: Immediately call a POISON CENTER or doctor/physician
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …