1982-47-4

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;3-(4-(4-chloor-fenoxy)-fenoxy)-fenyl)-1,1-dimethylureum;3-(4-(4-Chloor-fenoxy)-fenyl)-1,1-dimethylureum;3-(4-(4-Chloro-fenossil)fenil)-1,1-dimetil-urea;3-(4-(4-Chlor-phenoxy)-phenyl)-1,1-dimethylharnstoff;3-(4-(4-cloro-fenossil)-1,1-dimetil-urea
• CAS NO: 1982-47-4
• Molecular Formula: C₁₅H₁₅ClN₂O₂
• Molecular Weight: 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
• Article Data: 3

Chemical Properties

• Melting Point: 151-152℃
• Boiling Point: 459.3°Cat760mmHg
• Flash Point: >100 °C
• Appearance: solid
• Density: 1.270
• Vapor Pressure: 1.28E-08mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• Storage Temp.: 0-6°C
• PKA: 14.37±0.70(Predicted)
• Water Solubility: 3.7mg/L(20 oC)
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 2814275
• CAS DataBase Reference: CHLOROXURON(CAS DataBase Reference)
• NIST Chemistry Reference: CHLOROXURON(1982-47-4)
• EPA Substance Registry System: CHLOROXURON(1982-47-4)

Safety Data

• Hazard Codes: N
• 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)

Usage

Chemical Properties

Chloroxuron is a combustible, colorless crystalline solid

Uses

Different sources of media describe the Uses of 1982-47-4 differently. You can refer to the following data:
1. Herbicide.
2. Postemergence herbicide used to control most annual grasses and broad-leaved weeds

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

Different sources of media describe the Health Hazard of 1982-47-4 differently. You can refer to the following data:
1. This is highly toxic by ingestion. Under certain conditions, CHLOROXURON will form carcinogenic dimethylnitrosamine.
2. 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.

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%) (PlimmerChemical/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)

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.

InChI:InChI=1/C15H15ClN2O2/c1-18(2)15(19)17-12-5-9-14(10-6-12)20-13-7-3-11(16)4-8-13/h3-10H,1-2H3,(H,17,19)

Upstream product

• 506-59-2 N,N-dimethylammonium chloride 
• 30087-46-8 4-(4-chlorophenoxy)phenyl isocyanate 

Downstream Products

• 103-70-8 Formanilid 

Relevant articles and documents

Synthesis method of phenylurea herbicide or deuteration-labeled phenylurea herbicide

The invention relates to a synthesis method of a phenylurea herbicide or a deuteration-labeled phenylurea herbicide (a compound of a formula (I)). The compound of the formula (I) is obtained by reacting a compound of a formula (II) with a dimethylamine salt or D6-dimethylamine salt in the presence of an organic base. According to the synthesis method, the side reaction of substituted phenyl isocyanate and water or alcohol is avoided, the leakage of dimethylamine or dimethylamine-D6 is reduced, and the synthesis method has the advantages of simple operation, low requirements for equipment, low cost, high yield, and fewer by-products. The formula I is shown in the description.

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides of the formula STR1 where R1 is hydrogen, a metal atom or an unsubstituted or substituted ammonium radical, R2 is a saturated or unsaturated straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical or 3 to 7 carbon atoms, a branched saturated or unsaturated aliphatic radical of 3 to 10 carbon atoms, a halogen-, alkoxy- or alkylmercapto-substituted aliphatic radical of 2 to 10 carbon atoms tetrahydrofuryl substituted methyl, a cycloalkoxy-substituted aliphatic radical of 4 to 10 carbon atoms, unsubstituted or halogen-substituted benzyl or phenyl, halophenyl, or alkylphenyl of a total of up to 10 carbon atoms, R3 is hydrogen, a straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical of 3 to 7 carbon atoms, a branched aliphatic radical of 3 to 10 carbon atoms, haloalkyl, or alkoxyalkyl of 2 to 10 carbon atoms and X is oxygen and may also be sulfur if R2 is unsubstituted or halogen-substituted benzyl, processes for their preparation, and herbicides containing the above compounds.