Fenitrothion

Fenitrothion
Names
	Preferred IUPAC name O,O-Dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate
	Other names • Dimethoxy-(3-methyl-4-nitrophenoxy)thioxophosphorane; O,O-Dimethyl O-4-nitro-m-tolyl phosphorothioate
Identifiers
CAS Number	122-14-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34757 ;
ChEMBL	ChEMBL347698 ;
ChemSpider	28941 ;
ECHA InfoCard	100.004.114
KEGG	C14442 ;
PubChem CID	31200;
UNII	W8M4X3Y7ZY ;
CompTox Dashboard (EPA)	DTXSID4032613 ;
	InChI InChI=1S/C9H12NO5PS/c1-7-6-8(4-5-9(7)10(11)12)15-16(17,13-2)14-3/h4-6H,1-3H3 Key: ZNOLGFHPUIJIMJ-UHFFFAOYSA-N ; InChI=1/C9H12NO5PS/c1-7-6-8(4-5-9(7)10(11)12)15-16(17,13-2)14-3/h4-6H,1-3H3 Key: ZNOLGFHPUIJIMJ-UHFFFAOYAZ;
	SMILES S=P(Oc1cc(c(cc1)[N+]([O-])=O)C)(OC)OC;
Properties
Chemical formula	C9H12NO5PS
Molar mass	277.23 g·mol−1
Appearance	Yellow-brown liquid
Density	1.3227 g/cm3
Melting point	3.4 °C (38.1 °F; 276.5 K)
Boiling point	118 °C (244 °F; 391 K) at 0.05 mmHg
Solubility in water	38.0 mg/L
Solubility	Readily soluble in dichloromethane, 2-propanol, toluene, hardly soluble in n-hexane.
log P	3.30 (octanol/water)
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	Rat, oral: 500 mg/kg; Mouse (female), oral: 1416 mg/kg
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Fenitrothion (IUPAC name: O,O-dimethyl O-(3-methyl-4-nitrophenyl) phosphorothioate) is a phosphorothioate (organophosphate) insecticide that is inexpensive and widely used worldwide. Trade names include Sumithion, a 94.2% solution of fenitrothion.^[5]

^ Farm Chemicals Handbook. Willoughby, OH: Meister Publishing Co. 1999. p. 177. ISBN 978-1-892829-02-3. OCLC 50201739.
^ Hansch C, Leo A, Hoekman D (1995). Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society. p. 60. ISBN 978-0-8412-2993-8. OCLC 924843801.
^ Eckroth D, Grayson M, Kirk RE, Othmer DF (1981). Kirk-Othmer Encyclopedia of Chemical Technology. Vol. 3 (3rd ed.). New York, NY: John Wiley and Sons. p. 440. ISBN 978-0-471-02066-0. OCLC 873939596.
^ Sekizawa J, Eto M, Miyamoto J, Matsuo M (1992). Environ Health Criteria 133: Fenitrothion (Report). Geneva: World Health Organization. p. 70.
^ "Fenitrothion". PubChem Compound Database. National Center for Biotechnology Information.

[1] Farm Chemicals Handbook. Willoughby, OH: Meister Publishing Co. 1999. p. 177. ISBN 978-1-892829-02-3. OCLC 50201739.

[2] Hansch C, Leo A, Hoekman D (1995). Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society. p. 60. ISBN 978-0-8412-2993-8. OCLC 924843801.

[3] Eckroth D, Grayson M, Kirk RE, Othmer DF (1981). Kirk-Othmer Encyclopedia of Chemical Technology. Vol. 3 (3rd ed.). New York, NY: John Wiley and Sons. p. 440. ISBN 978-0-471-02066-0. OCLC 873939596.

[4] Sekizawa J, Eto M, Miyamoto J, Matsuo M (1992). Environ Health Criteria 133: Fenitrothion (Report). Geneva: World Health Organization. p. 70.

[pc-5] "Fenitrothion". PubChem Compound Database. National Center for Biotechnology Information.

[1]

[2]

[3]

[4]

[5]