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Mevinphos

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(Redirected from Phosdrin)
Mevinphos
Names
IUPAC name 2-methoxycarbonyl-1-methylvinyl dimethyl phosphate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.029.177 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H13O6P/c1-6(5-7(8)10-2)13-14(9,11-3)12-4/h5H,1-4H3Key: GEPDYQSQVLXLEU-UHFFFAOYSA-N
  • InChI=1/C7H13O6P/c1-6(5-7(8)10-2)13-14(9,11-3)12-4/h5H,1-4H3Key: GEPDYQSQVLXLEU-UHFFFAOYAN
SMILES
  • CC(=CC(=O)OC)OP(=O)(OC)OC
Properties
Chemical formula C7H13O6P
Molar mass 224.149 g·mol
Appearance Colorless liquid
Density 1.25 g/mL
Melting point 21 °C (70 °F; 294 K) (E isomer); 6.9 °C (Z isomer)
Solubility in water miscible
Vapor pressure 0.003 mmHg (20°C)
Hazards
Flash point 175 °C; 347 °F; 448 K
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)
LC50 (median concentration) 14 ppm (rat, 1 hr)
NIOSH (US health exposure limits):
PEL (Permissible) TWA 0.1 mg/m
REL (Recommended) TWA 0.01 ppm (0.1 mg/m) ST 0.03 ppm (0.3 mg/m)
IDLH (Immediate danger) 4 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

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.

Manufacture

Mevinphos is produced by the reaction of trimethyl phosphite with chloroacetoacetate.

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)
Pest control: Insecticides
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
Acetylcholine metabolism and transport modulators
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
See also
Receptor/signaling modulators
Muscarinic acetylcholine receptor modulators
Nicotinic acetylcholine receptor modulators
Categories: