Mevinphos

Mevinphos is a toxic organophosphate insecticide that acts as an acetylcholinesterase inhibitor to control insects in a wide range of crops. It was most commonly used for the control of chewing and sucking insects, as well as spider mites. Common synonym names are duraphos, fosdrin, menite, mevinfos, mevinox, phosdrin, and phosdrine. It is not allowed in the EU anymore.^[4]

Mevinphos

Names
IUPAC name 2-methoxycarbonyl-1-methylvinyl dimethyl phosphate
Identifiers
CAS Number	7786-34-7 Y
3D model (JSmol)	Interactive image
ChemSpider	9185 N
ECHA InfoCard	100.029.177
PubChem CID	9560
UNII	14ZYO4IKXT Y
CompTox Dashboard (EPA)	DTXSID2032683
InChI InChI=1S/C7H13O6P/c1-6(5-7(8)10-2)13-14(9,11-3)12-4/h5H,1-4H3 N Key: GEPDYQSQVLXLEU-UHFFFAOYSA-N N InChI=1/C7H13O6P/c1-6(5-7(8)10-2)13-14(9,11-3)12-4/h5H,1-4H3 Key: GEPDYQSQVLXLEU-UHFFFAOYAN
SMILES CC(=CC(=O)OC)OP(=O)(OC)OC
Properties
Chemical formula	C7H13O6P
Molar mass	224.149 g·mol−1
Appearance	Colorless liquid[1]
Density	1.25 g/mL[2]
Melting point	21 °C (70 °F; 294 K) (E isomer); 6.9 °C (Z isomer)
Solubility in water	miscible[2]
Vapor pressure	0.003 mmHg (20°C)[2]
Hazards
Flash point	175 °C; 347 °F; 448 K[2]
Lethal dose or concentration (LD, LC):
LD50 (median dose)	3 mg/kg (rat, oral) 4 mg/kg (mouse, oral) 6-7 mg/kg (rat, oral)[3]
LC50 (median concentration)	14 ppm (rat, 1 hr)[3]
NIOSH (US health exposure limits):
PEL (Permissible)	TWA 0.1 mg/m3 [skin][2]
REL (Recommended)	TWA 0.01 ppm (0.1 mg/m3) ST 0.03 ppm (0.3 mg/m3) [skin][2]
IDLH (Immediate danger)	4 ppm[2]
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

Manufacture

Mevinphos is produced by the reaction of trimethyl phosphite with chloroacetoacetate.^[1]

References

1. Muller, Franz, ed. (2000). Agrochemicals: Composition, Production, Toxicology, Applications. Toronto: Wiley-VCH. ISBN 3-527-29852-5.
2. NIOSH Pocket Guide to Chemical Hazards. "#0503". National Institute for Occupational Safety and Health (NIOSH).
3. "Phosdrin". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
4. Mevinphos in the Pesticide Properties DataBase (PPDB)

Further reading

• Wolverton, B.C., ed. (1975). Aquatic Plants for Removal of Mevinphos from the Aquatic Environment; Volume 72720 of NASA Technical memorandum. Mississippi: National Space Technology Laboratories (U.S.).

External links

• Mevinphos in the Pesticide Properties DataBase (PPDB)