Malathion

Malathion
Skeletal formula of malathion
3D representation of malathion
Space filling model of malathion, showing van der Waals radii for each atom
Names
IUPAC name
Diethyl 2-[(dimethoxyphosphorothioyl)sulfanyl]butanedioate
Other names
2-(Dimethoxyphosphinothioylthio) butanedioic acid diethyl ester
Malathion
Carbofos
Maldison
Mercaptothion
Ortho malathion
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.089 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3 checkY
    Key: JXSJBGJIGXNWCI-UHFFFAOYSA-N checkY
  • InChI=1/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3
    Key: JXSJBGJIGXNWCI-UHFFFAOYAK
  • O=C(OCC)C(SP(=S)(OC)OC)CC(=O)OCC
Properties
C10H19O6PS2
Molar mass 330.358021
Appearance Clear colorless liquid
Density 1.23 g/cm3
Melting point 2.9 °C (37.2 °F; 276.0 K)
Boiling point 156 to 157 °C (313 to 315 °F; 429 to 430 K) at 0.7 mmHg
145 mg/L at 20 °C[1]
Solubility Soluble in ethanol and acetone; very soluble in ethyl ether
log P 2.36 (octanol/water)[2]
Pharmacology
P03AX03 (WHO) QP53AF12 (WHO)
Hazards
Flash point 163 °C; 325 °F; 436 K (greater than)[3]
Lethal dose or concentration (LD, LC):
290 mg/kg (rat, oral)
190 mg/kg (mouse, oral)
570 mg/kg (guinea pig, oral)[4]
84.6 mg/m3 (rat, 4 hr)[4]
10 mg/m3 (cat, 4 hr)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 15 mg/m3 [skin][3]
REL (Recommended)
 TWA 10 mg/m3 [skin][3]
IDLH (Immediate danger)
 250 mg/m3[3]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Malathion is an organophosphate insecticide which acts as an acetylcholinesterase inhibitor. In the USSR, it was known as carbophos, in New Zealand and Australia as maldison and in South Africa as mercaptothion.

  1. ^ Tomlin, C.D.S. (ed.). The Pesticide Manual - World Compendium, 11th ed., British Crop Protection Council, Surrey, England 1997, p. 755
  2. ^ Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 80
  3. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0375". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b c "Malathion". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).