Malathion

Malathion
Names
IUPAC name
Diethyl 2-[(dimethoxyphosphorothioyl)sulfanyl]butanedioate
Other names
  • 2-(Dimethoxyphosphinothioylthio) butanedioic acid diethyl ester
  • S-(1,2-Dicarbethoxyethyl) O,O-dimethyldithiophosphate
  • Carbofos
  • Maldison
  • Mercaptothion
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.089
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 Y
    Key: JXSJBGJIGXNWCI-UHFFFAOYSA-N Y
  • 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 330.35 g·mol−1
Appearance Clear colorless liquid
Odor mercaptan-like, skunk-like, or garlic
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 (93 Pa)
145 mg/L (20 °C (68 °F; 293 K))
Solubility in diethyl ether very soluble
Solubility in ethanol soluble
Solubility in acetone soluble
log P 2.36 (octanol/water)
Pharmacology
P03AX03 (WHO) QP53AF12 (WHO)
Hazards
GHS labelling:
Warning
H302, H317, H410
P261, P264, P270, P272, P273, P280, P301+P312+P330, P302+P352, P333+P313, P363, P391, P501
Flash point 163 °C; 325 °F; 436 K (greater than)
Lethal dose or concentration (LD, LC):
  • 5400 mg/kg (oral, rat, male)
  • 5700 mg/kg (oral, rat, female)
  • >2000 mg/kg (dermal, rat)
  • 644 mg/kg (oral, rat)
  • 8790 mg/kg (dermal, rabbit)
>5.2 mg/L (inhalation, rat)
NIOSH (US health exposure limits):
PEL (Permissible)
 15 mg/m3 (TWA, skin)
REL (Recommended)
 10 mg/m3 (TWA, skin)
IDLH (Immediate danger)
 250 mg/m3
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

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.

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