Azinphos-methyl

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Azinphos-methyl
{Azinphos-methyl
General
Systematic name S-(3,4-Dihydro-4-oxobenzo[d]-
[1,2,3]-triazin-3-ylmethyl)
O,O-dimethyl phosphorodithioate
Other names Azinphos-methyl
AZM
Guthion
Molecular formula C10H12N3O3PS2
SMILES O=C2N(CSP(OC)(OC)=S)
N=NC1=CC=CC=C12
Molar mass 317.32 g mol−1
Appearance Brown, waxy solid
CAS number [86-50-0]
Properties
Density and phase 1.44 g cm−3, solid
Solubility in water 0.003 g/100 mL
Melting point 73 °C (346 K)
Boiling point decomposes
Acidity (pKa)  ?
Basicity (pKb)  ?
Chiral rotation [α]D  ?°
Viscosity  ? cP at ?°C
Structure
Molecular shape  ?
Dipole moment  ? D
Hazards
MSDS External MSDS
Main hazards highly toxic
NFPA 704

2
3
1
 
Flash point 69 °C
R/S statement R: R24 R28
S: S28 S36 S37 S45
RTECS number TE1925000
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Related organophosphates malathion
chlorpyrifos
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
Infobox disclaimer and references

Azinphos-methyl, or AZM, is a general organophosphate pesticide used on nuts, vegetables, and fruits. It has been linked to health problems of farmers who apply it and the U.S. Environmental Protection Agency (EPA) is considering a denial of registration. After a 2006 lawsuit by United Farm Workers of America the EPA will begin phasing out the pesticide over 4 years. AZM is a dangerous neurotoxin derived from nerve agents used during World War II.

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