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| | KADETHRIN Basic information |
| Product Name: | KADETHRIN | | Synonyms: | [1r-[1alpha,3alpha(e)]]-[5-(phenylmethyl)-3-furanyl]methyl3-[(dihydro-2-ox;1r,cis-ru15525;3-((dihydro-2-oxo-3(2h)-thienylidene)methyl)-2,2-dimethyl-,(5-(phenylmethyl)-3-furanyl)methylester,cyclopropanecarboxylicaci;5-benzyl-3-furylmethyl;5-benzyl-3-furylmethyl(+)-cis-(1r,3s,e)2,2-dimethyl-3-(2-oxo-2,3,4,5-tetrahydrothiophenylidenemethy;5-benzyl-3-furylmethyl(e)-(1r)-cis-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemeth;5-benzyl-3-furylmethyl(e)-(1r,3s)-2,2-dimethyl-3-(2-oxothiolan-3-ylidenemethyl;[5-(PHENYLMETHYL)-3-FURANYL]-METHYL-3-[(DIHYDRO-2-OXO-3(2H)-THIENYLIDENE) METHYL]-2,2-DIMETHYLCYCLOPROPANE | | CAS: | 58769-20-3 | | MF: | C23H24O4S | | MW: | 396.5 | | EINECS: | 261-433-0 | | Product Categories: | Alpha sort;Alphabetic;H-MAnalytical Standards;K;Pesticides&Metabolites | | Mol File: | 58769-20-3.mol |  |
| | KADETHRIN Chemical Properties |
| Melting point | 31℃ | | Boiling point | 526.2±50.0 °C(Predicted) | | density | 1.278±0.06 g/cm3(Predicted) | | vapor pressure | 5×10-6Pa (20 °C) | | Fp | 100 °C | | storage temp. | 0-6°C | | Water Solubility | 1mg l-1（20°C） | | EPA Substance Registry System | Kadethrin (58769-20-3) |
| | KADETHRIN Usage And Synthesis |
| Uses | Kadethrin is used to control household pests, particularly houseflies,
mosquitoes and cockroaches. It is normally used in combination
with other pyrethroid insecticides and synergists. | | Metabolic pathway | Kadethrin is used almost wholly indoors and therefore little has been
published on its environmental fate. Information on its photodegradation
and metabolism in rats has been reported. | | Degradation | Kadethrin is unstable to heat and it is rapidly decomposed by light. It
is hydrolysed in aqueous alkaline solution to (E)-(1R)-cis-2,2-dimethyl-3-
(2-oxothiolan-3-ylidenemethyl)cyclopropanecarboxylic acid (2), 5-benzyl-
3-furylmethanol (3) and its thiolactone ring-opened derivative (5)
(Scheme 1).
Products of photodecomposition have been reported by Ohsawa and
Casida (1979). Photo-hydrolysis of kadethrin occurs on sunlight irradiation
affording 2 and 5 and 5-benzyl-3-furancarboxylic acid (4), presumably
via the alcohol (3). cis-trans Isomerisation of the cyclopropane ring
and E-Z interconversion about the double bond was also noted. Thus,
from the lRcisE isomer (kadethrin), all of the possible isomers were found
to varying degrees (ie. 1RScis-trans-E-Z mixtures).
Photo-hydrolysis products (e.g. 2 and 5) were also found aS isomers.
The facility of the isomerisation process was considered to be due to
resonance stabilisation of a triplet diradical, one form of which (6) is
shown in Scheme 1. Kadethrin also yielded a lactone (7) derived from the
cyclopropane ring. Photo-oxidation of the alcohol moiety analogous to that reported for resmethrin was also found. The hydroxylactone (8) and
the benzyloxylactone (9) were reported (but the hydroxycyclopetenolone
[resmethrin, 61) was absent. |
| | KADETHRIN Preparation Products And Raw materials |
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