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CHLOROXURON

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CHLOROXURON Basic information

Product Name:
CHLOROXURON
Synonyms:
  • 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
  • n’-4-(4-chlorophenoxy)phenyl-n,n-dimethylurea
  • N'-4-(4-Chlorophenoxy)phenyl-N,N-dimethylurea
  • Norex
  • Tenoran
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
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CHLOROXURON Chemical Properties

Melting point:
151-152℃
Boiling point:
459.3±41.0 °C(Predicted)
Density 
1.270
refractive index 
1.5200 (estimate)
Flash point:
>100 °C
storage temp. 
0-6°C
solubility 
Chloroform (Slightly), DMSO (Slightly)
pka
14.37±0.70(Predicted)
Water Solubility 
3.7mg/L(20 ºC)
BRN 
2814275
Stability:
Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry System
Chloroxuron (1982-47-4)
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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 Data
1982-47-4(Hazardous Substances Data)
Toxicity
LC50 (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).
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CHLOROXURON Usage And Synthesis

Description

Chloroxuron is a combustible, colorless crystalline solid. Molecular weight =290.77; Freezing/Meltingpoint =15.5℃; Vapor pressure =3.9 x10 -9 mmHg at20℃. Practically insoluble in water.

Chemical Properties

Chloroxuron is a combustible, colorless crystalline solid

Uses

Herbicide.

Uses

Postemergence herbicide used to control most annual grasses and broad-leaved weeds

Definition

ChEBI: 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 Description

Odorless 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 Profile

Fire may produce irritating or poisonous gases. When heated to decomposition CHLOROXURON emits very toxic fumes of chlorides and nitrogen oxides. [EPA, 1998].

Health Hazard

This is highly toxic by ingestion. Under certain conditions, CHLOROXURON will form carcinogenic dimethylnitrosamine.

Health Hazard

Exhibits 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 Exposure

A 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.

First aid

If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit

Environmental Fate

Soil. 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)

storage

Color Code—Blue: Health Hazard/Poison: Storein a secure poison location. Prior to working with chloroxuron you should be trained on its proper handling and storage. Store in tightly closed containers in a cool, wellventilated area.

Shipping

UN2767 Phenylurea pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Incompatibilities

Incompatible 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 Disposal

Incinerate 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.

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