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Flufenoxuron

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Flufenoxuron Basic information

Product Name:
Flufenoxuron
Synonyms:
  • N-[4-[2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY]-2-FLUOROPHENYLAMINOCARBONYL]-2,6-DIFLUORO-BENZAMIDE
  • CASCADE
  • FLUFENOXURON
  • N-((4-(2-chloro-4-(triluoromethyl)phenoxy))amino)carbonyl-2,6-difluorobenzamide
  • FLUFENOXURON PESTANAL, 250 MG
  • flufenoxoron
  • (1-(4-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-2-fluorophenyl)-3-(2,6-difluorobenzoyl)urea
  • Benzamide, N-4-2-chloro-4-(trifluoromethyl)phenoxy-2-fluorophenylaminocarbonyl-2,6-difluoro-
CAS:
101463-69-8
MF:
C21H11ClF6N2O3
MW:
488.77
EINECS:
417-680-3
Mol File:
101463-69-8.mol
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Flufenoxuron Chemical Properties

Melting point:
169-172° (dec)
Density 
1.5123 (estimate)
vapor pressure 
6.52 x l0-12 Pa (20 °C)
storage temp. 
0-6°C
solubility 
Benzene (Slightly, Heated), DMSO (Slightly), Ethyl Acetate (Sparingly)
Water Solubility 
4 x l0-6 mg l-1(25 °C)
pka
8.68±0.46(Predicted)
form 
Solid
color 
Off-White to Light Beige
BRN 
8398323
CAS DataBase Reference
101463-69-8(CAS DataBase Reference)
EPA Substance Registry System
Flufenoxuron (101463-69-8)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20
Safety Statements 
22
RIDADR 
3077
WGK Germany 
2
RTECS 
CV2474500
HazardClass 
9
PackingGroup 
III
Hazardous Substances Data
101463-69-8(Hazardous Substances Data)
Toxicity
LD50 in rats (mg/kg): >3000 orally; >2000 percutaneously (Anderson)
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Flufenoxuron Usage And Synthesis

Uses

Flufenoxuron is used for the control of many phytophagous mites (Aculus, Brevipalpus, Pananychus, Phyllocoptuuta, Tetuanychus, spp) and insect pests on pome fruit, vines, citrus, tea, cotton, maize, vegetables and ornamentals. It is also used as a public hygiene insecticide.

Uses

Flufenoxuron is an known insecticide and acts as an insect growth regulator by inhibiting chitin synthesis.

Definition

ChEBI: Flufenoxuron is a benzoylurea insecticide, a member of monochlorobenzenes, a member of (trifluoromethyl)benzenes, a member of monofluorobenzenes and a difluorobenzene. It has a role as a mite growth regulator. It derives from a diphenyl ether.

Metabolic pathway

Information on the metabolism of flufenoxuron is avilable in a Pesticides Safety Directorate review of its use as a public hygiene insecticide (PSD).

Degradation

The DT50 of flufenoxuron (25 °C) was 267 days at pH 7,206 days at pH 5 and 36.7 days at pH 9 (PM).
Flufenoxuron underwent photodegradation to form 2,6-difluorobenzamide (2), the urea derivative 3 and the 4-aminodiphenyl ether 4 in aqueous solution under natural sunlight in the UK (PSD, 1995).

Mode of action

Flufenoxuron acts in a similar manner to diflubenzuron, reducing chitin incorporation in the cuticJe (Clarke and Jewess 1990). It has cuticular and stomach action. It has ovo-Iarvicidal activity. Treated adults lay non-viable eggs (Tomlin 1995).

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