Dichlofenthion

Dichlofenthion (IUPAC name: O-2,4-Dichlorophenyl O,O-diethyl phosphorothioate) is a phosphorothioate which is primarily used as a pesticide and nematicide.

Dichlofenthion

Names
IUPAC name O-2,4-Dichlorophenyl O,O-diethyl phosphorothioate
Other names Dichlofenthion, Dichlofention, Dichlorfenthion, Dichlorofenthion, Diclophenthion, Diclofenthion, Hexanema, Mobilawn, Nemacide, Phosphorothioic acid, ECP, VC-13
Identifiers
CAS Number	97-17-6^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1396626^N
ChemSpider	7051^N
ECHA InfoCard	100.002.332
KEGG	C18398^Y
PubChem CID	7328
UNII	64234GT8TT^Y
CompTox Dashboard (EPA)	DTXSID8040274
InChI InChI=1S/C10H13Cl2O3PS/c1-3-13-16(17,14-4-2)15-10-6-5-8(11)7-9(10)12/h5-7H,3-4H2,1-2H3^N Key: WGOWCPGHOCIHBW-UHFFFAOYSA-N^N InChI=1/C10H13Cl2O3PS/c1-3-13-16(17,14-4-2)15-10-6-5-8(11)7-9(10)12/h5-7H,3-4H2,1-2H3 Key: WGOWCPGHOCIHBW-UHFFFAOYAB
SMILES CCOP(=S)(OCC)Oc1cc(Cl)cc(Cl)c1
Properties
Chemical formula	C10H13Cl2O3PS
Molar mass	315.16 g/mol
Appearance	liquid
Boiling point	123 °C (253 °F; 396 K)
Solubility in water	0.245 mg/L
Hazards
Flash point	Non-flammable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

Environmental fate

Dichlofenthion has a relatively short half-life of only a few minutes in both water and soils. While little research has been conducted over the environmental fate this compound, much is known about the compound class in which it resides.

Dichlofenthion is generally considered to be an organophosphate pesticide, although in a strict chemical sense, it is a phosphorothioate. Because most organophosphate pesticides biodegrade relatively quickly, they are generally regarded as safe for use. While this may be true for most compounds, bacteria still require time to adapt to break down new compounds introduced to the soil.[1] It has been shown that degradation rates increase as the same compounds are introduced repeatedly into the soil.

Because the sorption to soil and sediment is considered high, dichlofenthion is not a highly mobile compound. The estimated half-life of dichlofenthion in water, soil, and sediment is less than a few minutes. The estimated half-life in the air is 2.78 hours, much higher than that in water, soil, and sediment. The estimated wastewater treatment removal efficiency is 84 percent with approximately 5% to air.

References

1. Ragnarsdottir, K (2007). "Environmental Fate and Toxicology of Organophosphate Pesticides". Journal of the Geological Society. 157. doi:10.1144/jgs.157.4.859.