D-Phenothrin

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Origin:

China

D-Phenothrin

Common name: phenothrin; phé nothrine
IUPAC name: ( for phenothrin) : 3-phenoxybenzyl ( 1RS, 3RS; 1RS, 3SR) -2, 2-dimethyl-3-( 2-methylprop-1-enyl) cyclopropanecarboxylat e ( see Composition)
Alt: 3-phenoxybenzyl ( ? -cis-trans-chrysanthemate
Roth: 3-phenoxybenzyl ( 1RS) -cis-trans-2, 2-dimethyl-3-( 2-methylprop-1-enyl) cyclopropanecarboxylate
Chemical Abstracts name: ( 3-phenoxyphenyl) methyl 2, 2-dimethyl-3-( 2-methyl-1-propenyl) cyclopropanecarboxylate
Other names: d-phenothrin for ( 1R) -rich grade
CAS RN: [ 26002-80-2] ( 1RS) -cis-trans- isomers; [ 51186-88-0] ( 1R) -cis- isomer; [ 26046-85-5] ( 1R) -trans- isomer
EEC no.: 247-404-5

PHYSICAL CHEMISTRY
Composition: The common name phenothrin refers to a mixture of ( 1RS) -cis-trans- isomers. d-Phenothrin contains 93% ( 1R) - isomers, 75% trans- isomer. Mol. wt.: 350.5; M.f.: C23H26O3; Form: Pale yellow to yellow-brown clear liquid, with a faint characteristic odour. B.p.: > 290 º C/ 760 mmHg. V.p.: 1.9x 10-2 mPa ( 21.4 º C) . KOW: logP = 6.01 ( 20 ° C) . Henry: > 6.75x10-1 Pa m3 mol-1 ( calc.) . S.g./ density: 1.06 ( 20 º C) . Solubility: In water 5.0, hexane > 4.96 g/ ml ( 25 º C) . Stability: Stable under normal storage conditions. Hydrolysed by alkalis. F.p.: 107 º C ( Pensky-Martens closed test) .

APPLICATIONS
Mode of action: Non-systemic insecticide with contact and stomach action. Gives rapid knockdown.
Uses: Used to control injurious and nuisance insects of public health ( Acari, Cimex lectularius, Culicidae, Muscidae, Siphonaptera and Pediculus humanus) . Also used to protect stored grain.
Formulation types: Aerosol; EC; OL.
Compatibility: Incompatible with alkaline materials.

MAMMALIAN TOXICOLOGY
Oral: Acute oral LD50 for rats > 5000 mg/ kg.
Skin and eye: Acute percutaneous LD50 for rats > 2000 mg/ kg.
Inhalation: LC50 ( 4 h) for rats > 2100 mg/ m3.
ADI: 0.07 mg/ kg b.w. ( for d-phenothrin)
Toxicity class: WHO ( a.i.) III ( Table 5) ; EPA ( formulation) IV

ECOTOXICOLOGY
Birds: Acute oral LD50 for bobwhite quail > 2500 mg/ kg.
Fish: LC50 ( 96 h) for rainbow trout 2.7, bluegill sunfish 16 ug/ l.
Daphnia: EC50 ( 48 h) 0.0043 mg/ l.
Bees: Toxic to bees.

ENVIRONMENTAL FATE
Soil/ Environment: Undergoes degradation by photo-oxidation.

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