Title: Tetramethrin
CAS Registry Number: 7696-12-0
CAS Name: 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylic acid (1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)methyl ester
Additional Names: 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylic acid ester with N-(hydroxymethyl)-1-cyclohexene-1,2-dicarboximide; N-(3,4,5,6-tetrahydrophthalimide)methyl-cis,trans-chrysanthemate; N-(chrysanthemoxymethyl)-1-cyclohexene-1,2-dicarboximide; phthalthrin
Manufacturers' Codes: FMC-9260; SP-1103
Trademarks: Neo-Pynamin (Sumitomo)
Molecular Formula: C19H25NO4
Molecular Weight: 331.41
Percent Composition: C 68.86%, H 7.60%, N 4.23%, O 19.31%
Literature References: Synthetic pyrethroid insecticide. Prepn of racemic mixture: T. Kato et al., JP 65 8535; eidem, US 3268398 (1965, 1966 both to Sumitomo). Activity: eidem, Agric. Biol. Chem. 28, 914 (1965). Comparative activity of isomers: Y. Okuno et al., DE 2348930; eidem, US 3934023 (1973, 1976 both to Sumitomo). Metabolism: J. Miyamoto et al., Agric. Biol. Chem. 32, 628 (1968). Photodecompn: Y.-L. Chen, J. E. Casida, J. Agric. Food Chem. 17, 208 (1969). Toxicity study: T. Kato et al., Agric. Biol. Chem. 28, 914 (1965). Review of toxicology and human exposure: Toxicological Profile for Pyrethrins and Pyrethroids (PB2004-100004, 2003) 332 pp.
Properties: The commercial product is a mixture of isomers. White crystalline solid, mp 65-80°. d2020 1.108; nD21.5 1.5175. LD50 orally in mice: 1000 mg/kg (Kato).
Melting point: mp 65-80°
Index of refraction: nD21.5 1.5175
Density: d2020 1.108
Toxicity data: LD50 orally in mice: 1000 mg/kg (Kato)
Use: Insecticide. |