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Tetramethrin

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Tetramethrin
Tetramethrin
3D model
Names
IUPAC name
(1,3-Dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate
Preferred IUPAC name
(1,3-Dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)methyl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.028.829 Edit this at Wikidata
EC Number
  • 214-619-0
KEGG
RTECS number
  • GZ1730000
UNII
  • InChI=1S/C19H25NO4/c1-11(2)9-14-15(19(14,3)4)18(23)24-10-20-16(21)12-7-5-6-8-13(12)17(20)22/h9,14-15H,5-8,10H2,1-4H3 checkY
    Key: CXBMCYHAMVGWJQ-UHFFFAOYSA-N checkY
  • InChI=1/C19H25NO4/c1-11(2)9-14-15(19(14,3)4)18(23)24-10-20-16(21)12-7-5-6-8-13(12)17(20)22/h9,14-15H,5-8,10H2,1-4H3
    Key: CXBMCYHAMVGWJQ-UHFFFAOYAA
  • O=C1\C3=C(/C(=O)N1COC(=O)C2C(\C=C(/C)C)C2(C)C)CCCC3
Properties
C19H25NO4
Molar mass 331.406 g/mol
Appearance white crystalline solid
Odor strong, pyrethrum-like
Density 1.108 g/cm3
Melting point 65 to 80 °C (149 to 176 °F; 338 to 353 K)
0.00183 g/100 mL
Solubility soluble in methane, hexane
slightly soluble in acetone, n-octanol, ethanol
very slightly soluble in xylene
log P 4.73
Vapor pressure 10 Pa
1.5175
Pharmacology
P03BA04 (WHO) QP53AC13 (WHO)
Hazards
Lethal dose or concentration (LD, LC):
20,000 mg/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Tetramethrin is a potent synthetic insecticide in the pyrethroid family. It is a white crystalline solid with a melting point of 65–80 °C. The commercial product is a mixture of stereoisomers.

It is commonly used as an insecticide, and affects the insect's nervous system. It is found in many household insecticide products.[1]

Tetramethrin has an expected half-life of 12.5–14 days in soil and 13–25 days in water.[2] Tetramethrin was classified as a Category 2 carcinogen in 2018 by Directorate-General for the Environment of the European Commission.[3]

References

  1. ^ Tetramethrin in the Consumer Product Information Database
  2. ^ "Re-evaluation Decision RVD2018-01, Tetramethrin and Its Associated End-use Products". 23 February 2018.
  3. ^ "Commission Regulation (EU) 2018/1480 of 4 October 2018 amending, for the purposes of its adaptation to technical and scientific progress, Regulation (EC) No 1272/2008 of the European Parliament and of the Council on classification, labelling and packaging of substances and mixtures and correcting Commission Regulation (EU) 2017/776 (Text with EEA relevance.)". 4 October 2018.
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