CHLOROXURON

CHLOROXURON Basic information
Product Name:CHLOROXURON
Synonyms:3-[4-(p-Chlorophenoxy)phenyl]-1,1-dimethylurea;N1-[4-(4-Chlorophenoxy)phenyl]-N,N-dimethylurea;N-4-(p-Chlorophenoxy)phenyl-N',N'-dimethyl urea;Chloroxupon;1-(4-(4-chloro-phenoxy)phenyl)-3,3’-methyluree;1-(4-(4-chloro-phenoxy)phenyl)-3,3-d’methyluree(french);1-(4-(4-Chloro-phenoxy)phenyl)-3,3-D'methyluree;N’-[4-(4-chlorophenoxy)phenyl]-N,N-dimethylurea
CAS:1982-47-4
MF:C15H15ClN2O2
MW:290.74
EINECS:217-843-7
Product Categories:Alpha sort;C;CAlphabetic;CHPesticides&Metabolites;Herbicides;Pesticides&Metabolites;Urea structure
Mol File:1982-47-4.mol
CHLOROXURON Structure
CHLOROXURON Chemical Properties
Melting point 151-152℃
Boiling point 459.3±41.0 °C(Predicted)
density 1.270
refractive index 1.5200 (estimate)
Fp >100 °C
storage temp. 0-6°C
solubility Chloroform (Slightly), DMSO (Slightly)
pka14.37±0.70(Predicted)
form neat
Water Solubility 3.7mg/L(20 ºC)
BRN 2814275
Stability:Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry SystemChloroxuron (1982-47-4)
Safety Information
Hazard Codes N
Risk Statements 50/53
Safety Statements 60-61
RIDADR UN3077 9/PG 3
WGK Germany 2
RTECS YS6125000
Hazardous Substances Data1982-47-4(Hazardous Substances Data)
ToxicityLC50 (96-hour) for rainbow trout >100 mg/L, bluegill sunfish 28 mg/L and crucian carp >150 mg/L (Hartley and Kidd, 1987); LC50 (48-hour) for bluegill sunfish 25.0 mg/L (Verschueren, 1983); acute oral LD50 for male and female rats 3,700 and 5,400 mg/kg, respectively (Hartley and Kidd, 1987).
MSDS Information
CHLOROXURON Usage And Synthesis
Chemical PropertiesChloroxuron is a combustible, colorless crystalline solid
UsesPostemergence herbicide used to control most annual grasses and broad-leaved weeds
UsesHerbicide.
DefinitionChEBI: Chloroxuron is a member of the class of phenylureas that is N,N-dimethylurea in which a hydrogen of the amino group is replaced by a 4-(4-chlorophenoxy)phenyl group. It is a phenylurea herbicide used for the control of annual grasses, mosses and broad-leaved weeds. Common crop plants for which the herbicicide is useful are soy beans, onions, strawberries, and celery. It has a role as a herbicide. It is an aromatic ether, a member of phenylureas and a member of monochlorobenzenes.
General DescriptionOdorless colorless powder or white crystals. Used as a selective pre- and early post-emergence herbicide in soybeans, strawberries, various vegetable crops and ornamentals. Root- and foliage-absorbed herbicide selective in leek, celery, onion, carrot and strawberry.
Reactivity ProfileFire may produce irritating or poisonous gases. When heated to decomposition CHLOROXURON emits very toxic fumes of chlorides and nitrogen oxides. [EPA, 1998].
Health HazardThis is highly toxic by ingestion. Under certain conditions, CHLOROXURON will form carcinogenic dimethylnitrosamine.
Health HazardExhibits acute, delayed, and chronic toxicity; moderately toxic by intraperitonealroute; low to moderately toxic by ingestion—LD50 values showing wide variationwith species; the data reported appear tobe questionable; highly toxic in dog butlow oral toxicity in rat; toxic effects inhumans unknown but expected to be similar to other urea derivatives; susceptible toformation of dimethylnitrosamine under certain conditions, which is carcinogenic; EPA-listed extremely toxic substance (U.S. EPA1989).
LD50 oral (rat): 3700 mg/kg (Lewis 1995)
LD50 oral (dog): 10 mg/kg (RTECS 1985).
Fire Hazard(Non-Specific -- Pesticide, Solid, n.o.s.) Fire may produce irritating or poisonous gases. When heated to decomposition CHLOROXURON emits very toxic fumes of chlorides and nitrogen oxides.
Potential ExposureA potential danger to those involved in the manufacture, formulation, and application of chloroxuron for use as a selective pre- and early postemergency herbicide in soybeans, strawberries; various vegetable crops, and ornamentals. It is a root- and foliageabsorbed herbicide selective in leek, celery, onion, carrot, and strawberry.
Environmental FateSoil. Hartley and Kidd (1987) reported 4-(4-chlorophenoxy)aniline as a soil metabolite. Chloroxuron was degraded by microorganisms in humus soil and a sandy loam to form N′-(4-chlorophenoxy)phenyl-N-methylurea, N′-(4-chloro-phenoxy)phenylurea and (4- chlorophenoxy)aniline and two minor unidentified compounds (Geissbühler et al., 1963a). Residual activity in soil is limited to approximately 4 months (Hartley and Kidd, 1987).
Plant. In plants, chloroxuron is degraded to monomethylated and demethylated derivatives followed by decarboxylation forming 4-(4-chlorophenoxy)aniline (Humburg et al., 1989)
Photolytic. The UV irradiation of an aqueous solution of chloroxuron for 13 hours resulted in 90% decomposition of the herbicide. Products identified (% yield) were mono- (2.2%) and didemethylated (4.2%) products and carbon dioxide (64%) (Plimmer
Chemical/Physical. Hydrolyzes in strong acids and bases forming 4-(4-chloro-phenoxy)aniline (Hartley and Kidd, 1987). Emits toxic fumes of nitrogen oxides, cyanides and chlorine when heated to decomposition (Sax and Lewis, 1987)


ShippingUN2767 Phenylurea pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
IncompatibilitiesIncompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.
Waste DisposalIncinerate in a unit with effluent gas scrubbing. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
CHLOROXURON Preparation Products And Raw materials
Bacillus subtilis CHLOROXURON SOLUTION 100UG/ML IN TOLUENE 1ML 1-[4-(4-CHLOROPHENOXY)PHENYL]-3-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]IMIDAZOLIDINE-2,4,5-TRIONE CHLOROXURON CHLOROXURON SOLUTION 100UG/ML IN ACETONITRILE 1ML 4-Amino-4'-chlorodiphenyl ether

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