Fenitrothion

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.

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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.114
KEGG
UNII
  • 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 Y
    Key: ZNOLGFHPUIJIMJ-UHFFFAOYSA-N Y
  • 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
  • S=P(Oc1cc(c(cc1)[N+]([O-])=O)C)(OC)OC
Properties
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
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):
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).
Y verify (what is YN ?)
Infobox references
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