Nomenclature

Type Insecticide
Common name Chlorfluazuron
Other name
Iupac name

1-[3,5-dichloro-4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenyl]-3-(2,6-difluorobenzoyl)urea

Formulation type
No Record
Chemical Abstracts Name

N-[[[3,5-dichloro-4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenyl]amino]carbonyl]-2,6-difluorobenzamide 

CAS RN [71422-67-8]
EEC no
Official code
Development code IKI-7899 (Ishihara Sangyo); CGA 112 913 (Ciba-Geigy); PP145 (ICI);

Physical Chemistry

M.F.

C20H9Cl3F5N3O3

Structure M
Mol. wt 540.7
Appearance

White crystals.

M.p.

226.5 ºC (decomp.)

B.p.
V.p.

<1 × 10-5 mPa (20 ºC)

F.p.

224.0-224.5 °C (OECD 102) 

S.g./density

1.663 (20 °C) 

Solubility

In water <0.01 mg/l (20 ºC). In hexane <0.01, n-octanol 1, xylene 2.5, methanol 2.5, toluene 6.6, isopropanol 7, dichloromethane 22, acetone 55, cyclohexanone 110 (all in g/l, 20 ºC). 

Stability

Stable to heat and light, and to hydrolysis. 

Henry

<5.41 ´ 10-4 Pa m3 mol-1

KowlogP

5.8 (unionised)

Pka

8.10, v. weak acid  

Applications

Biochemistry

Chitin synthesis inhibitor (R. Neumann & W. Guyer, Proc. 10th Int. Congr. Plant Prot., 1983, 1, 445). 

Mode of Action

nsect growth regulator which acts as an anti-moulting agent, leading to death of the larvae and pupae.

Uses

Control of Heliothis, Spodoptera, Bemisia tabaci and other chewing insects on cotton; and Plutella, Thrips and other chewing insects on vegetables. Also used on fruit, potatoes, ornamentals and tea. Applied at 2.5 g/hl.

Phytotoxicity
Compatibility
General details

Mammalian Toxicology

Reviews
Oral

Acute oral LD50 for rats >8500, mice 7000 mg/kg. 

Skin & Eye

Acute percutaneous LD50 for rats >1000, rabbits >2000 mg/kg. Non-irritating to skin; mild eye irritant (rabbits). Not a skin sensitiser. 

Inhalation

LC50 (4 h) for rats >2.4 mg/l. 

Noel
ADI
Toxicity class

WHO (a.i.) U 

EC hazard

Ecotoxicology

Birds

Acute oral LD50 for quail and mallard ducks >2510 mg/kg. Dietary LC50 (8 d) for quail and mallard ducks >5620 mg/kg diet. 

Fish

LC50 (96 h) for bluegill sunfish 1071 µg/l. 

Daphnia

LC50 (48 h) 0.908 ug/l. 

Algae

EC50 (12 d) for green algae >1.8 mg/l. 

Worms

LC50 (28 d) for earthworms >1000 mg/kg soil. 

Environmental Fate

Plants

Slowly degraded in plants. 

Animals

Metabolised in rats by cleavage of the urea bridge. 

Soil/environment

Half-life in soil varies from c. 6 weeks to a few months. Kd 120-990. Slowly degraded in water, DT50 for aqueous photodegradation 20 h. 

Miscellaneous

Analysis
Packing