Pirimiphos-methyl
Names | |
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Preferred IUPAC name
O-[2-(Diethylamino)-6-methylpyrimidin-4-yl] O,O-dimethyl phosphorothioate | |
Other names
Pirimifos-methyl
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Identifiers | |
3D model (
JSmol ) |
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755726 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard
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100.045.011 |
EC Number |
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KEGG | |
PubChem CID
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UNII | |
UN number | 3082 2902 |
CompTox Dashboard (EPA)
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Properties | |
C11H20N3O3PS | |
Molar mass | 305.33 g·mol−1 |
Appearance | Straw-colored liquid |
Density | 1.147 g/mL (30 °C) |
Melting point | 15 to 18 °C (59 to 64 °F; 288 to 291 K) |
Boiling point | decomposes before boiling |
5.0 mg/L (30 °C) | |
Hazards | |
GHS labelling: | |
Warning | |
H302, H410 | |
P264, P270, P273, P301+P312, P330, P391, P501 | |
Flash point | 46 °C (115 °F; 319 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pirimiphos-methyl, marketed as Actellic
This is one of several compounds used for vector control of Triatoma. These insects are implicated in the transmission of Chagas disease in the Americas.[7] Pirimiphos-methyl can be applied as an interior surface paint additive, in order to achieve a residual pesticide effect.
Synthesis
Pirimiphos methyl is manufactured in a two-step process in which N,N-diethylguanidine is reacted with ethyl acetoacetate to form a pyrimidine ring and its hydroxy group is combined with dimethyl chlorothiophosphate to form the insecticide.[8]
Pyrimiphos-ethyl is a related insecticide in which the methoxy groups are replaced with ethoxy groups.
References
- ^ "Actellic50EC". www3.syngenta.com. Retrieved 2015-11-11.
- ^ "Common Chemistry - Substance Details - 29232-93-7 : Phosphorothioic acid, O-[2-(diethylamino)-6-methyl-4-pyrimidinyl]O,O-dimethyl ester". www.commonchemistry.org. Retrieved 2015-11-11.
- ^ "Actellic 50 EC". www3.syngenta.com. Retrieved 2015-11-11.
- ^ "ACTELLIC 50 EC: FIŞA CU DATE DE SECURITATE" (PDF) (in Romanian). Syngenta. 2013. Archived from the original (PDF) on 2016-09-10. Retrieved 2015-11-11.
- ^ "Syngenta: Celebrating 75 years of scientific excellence at Jealott's Hill International Research Centre" (PDF). Archived from the original (PDF) on October 11, 2007. Retrieved June 26, 2012.
- ISBN 0901747017.
- ^ "Chapter 3: Triatomine bugs", Vectors of Chagas Disease (PDF), World Health Organization
- ISBN 9780815514015.
External links
- Pirimiphos-methyl in the Pesticide Properties DataBase (PPDB)