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mevinphos
Sign in to saveAlso known as (E/Z)-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 like aphids, grasshoppers, cutworms, leafhoppers, and caterpillars, as well as spider mites and ticks. Common synonym names are duraphos, fosdrin, menite, mevinfos, mevinox, phosdrin, and phosdrine. While there is no specific ban in the EU, it is not approved for use in any member nations. Nor is it approved for use in Canada. The EPA issued a Cancellation Order for all Mevinphos reg
Chemical data
- Formula
- C7H13O6P
- Molecular weight
- 224.15 g/mol
- IUPAC name
- methyl 3-dimethoxyphosphoryloxybut-2-enoate
- SMILES
- CC(=CC(=O)OC)OP(=O)(OC)OC
- InChIKey
- GEPDYQSQVLXLEU-UHFFFAOYSA-N
- XLogP
- 1.2
- Polar surface area
- 71.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
191 papers- Mevinphos induces developmental defects via inflammation, apoptosis, and altered MAPK and Akt signaling pathways in zebrafish.Comparative biochemistry and physiology. Toxicology & pharmacology : CBP · 2024
- Risks from occupational and dietary exposure to mevinphos.Reviews of environmental contamination and toxicology · 1996
- Degradation of mevinphos and monocrotophos by OH radicals in the environment: A computational investigation on mechanism, kinetic, and ecotoxicity.Journal of hazardous materials · 2023
- Organophosphate-induced delayed polyneuropathy.Toxicological reviews · 2005
- Exposure of sprayers and plant handlers to mevinphos in Finnish greenhouses.American Industrial Hygiene Association journal · 1993
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 224.045
- Has use
- insecticide
Show 2 more facts
- chemical formula
- C₇H₁₃O₆P
- canonical SMILES
- CC(=CC(=O)OC)OP(=O)(OC)OC
Sources (3)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Manufacture
- References
- Further reading
- External links
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 like aphids, grasshoppers, cutworms, leafhoppers, and caterpillars, as well as spider mites and ticks. Common synonym names are duraphos, fosdrin, menite, mevinfos, mevinox, phosdrin, and phosdrine. While there is no specific ban in the EU, it is not approved for use in any member nations. Nor is it approved for use in Canada. The EPA issued a Cancellation Order for all Mevinphos registrations on June 30, 1994, effectively banning its manufacture and use in the United States, all manufacture ceased shortly after, and its use was officially banned after February 28, 1995.
==Manufacture== Mevinphos is produced by the reaction of trimethyl phosphite with chloroacetoacetate.
Excerpted from Wikipedia’s “mevinphos” article, available under the CC BY-SA 4.0 licence.