Diazinon

Diazinon (IUPAC name: O,O-Diethyl O-[4-methyl-6-(propan-2-yl)pyrimidin-2-yl] phosphorothioate, INN - Dimpylate), a colorless to dark brown liquid, is a thiophosphoric acid ester developed in 1952 by Ciba-Geigy, a Swiss chemical company (later Novartis and then Syngenta). It is a nonsystemic organophosphate insecticide formerly used to control cockroaches, silverfish, ants, and fleas in residential, non-food buildings. Diazinon was heavily used during the 1970s and early 1980s for general-purpose gardening use and indoor pest control. A bait form was used to control scavenger wasps in the western U.S. Diazinon is used in flea collars for domestic pets in Australia and New Zealand. Diazinon is a major component in the "Golden Fleece" brand sheep dip. Residential uses of diazinon were outlawed in the U.S. in 2004 because of human health risks but it is still approved for agricultural uses. An emergency antidote is atropine.

Diazinon
Names
Preferred IUPAC name
O,O-Diethyl O-[4-methyl-6-(propan-2-yl)pyrimidin-2-yl] phosphorothioate
Other names
Diethoxy-[(2-isopropyl-6-methyl-4-pyrimidinyl)oxy]-thioxophosphorane
Basudin
Diazide
Spectracide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.795
KEGG
UNII
  • InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3 Y
    Key: FHIVAFMUCKRCQO-UHFFFAOYSA-N Y
  • S=P(OCC)(OCC)Oc1nc(nc(c1)C)C(C)C
Properties
C12H21N2O3PS
Molar mass 304.34 g·mol−1
Appearance Colorless to dark brown liquid
Odor faint, ester-like
Density 1.116-1.118 g/cm3 at 20 °C
Boiling point decomposes
40 mg/L
log P 3.81 (octanol/water)
Pharmacology
QP53AF03 (WHO)
Hazards
Flash point 82 °C; 180 °F; 355 K
NIOSH (US health exposure limits):
PEL (Permissible)
 none
REL (Recommended)
 TWA 0.1 mg/m3 [skin]
IDLH (Immediate danger)
 N.D.
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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