Tetramethrin

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.

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
CAS Number	7696-12-0 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:39397 Y
ChemSpider	75773 Y
ECHA InfoCard	100.028.829
EC Number	214-619-0
KEGG	D07368 Y
PubChem CID	83975
RTECS number	GZ1730000
UNII	Z72930Q46K Y
CompTox Dashboard (EPA)	DTXSID6032649
InChI 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 Y Key: CXBMCYHAMVGWJQ-UHFFFAOYSA-N Y 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
SMILES O=C1\C3=C(/C(=O)N1COC(=O)C2C(\C=C(/C)C)C2(C)C)CCCC3
Properties
Chemical formula	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)
Solubility in water	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
Refractive index (nD)	1.5175
Pharmacology
ATC code	P03BA04 (WHO) QP53AC13 (WHO)
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)	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). Y verify (what is YN ?) Infobox references

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]