Linuron CAS 330-55-2
Introduction:Basic information about Linuron CAS 330-55-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Linuron Basic information
| Product Name: | Linuron |
| Synonyms: | Liron;Linuron Solution, 100ppm;AGRO-KIMOLIN;AFALON;AFALON(R);1-methoxy-1-methyl-3-(3,4-dichlorophenyl)urea;n’-(3,4-dichlorophenyl)-n-methoxy-n-methyl-ure;Norunil |
| CAS: | 330-55-2 |
| MF: | C9H10Cl2N2O2 |
| MW: | 249.09 |
| EINECS: | 206-356-5 |
| Product Categories: | Herbicide;Agro-Products;Amines;Aromatics;Alpha sort;Endocrine Disruptors (Draft)Pesticides&Metabolites;H-MAnalytical Standards;LPesticides&Metabolites;Urea structureMethod Specific;2000/60/EC;Alphabetic;Endocrine Disruptors (Draft)Analytical Standards;EPA;European Community: ISO and DIN;Herbicides;Method Specific |
| Mol File: | 330-55-2.mol |
Linuron Chemical Properties
| Melting point | 93-94°C |
| Boiling point | 180-190°C |
| density | 1.4909 (rough estimate) |
| refractive index | 1.6100 (estimate) |
| Fp | 11 °C |
| storage temp. | APPROX 4°C |
| solubility | DMSO : 100 mg/mL (401.46 mM; Need ultrasonic) |
| form | Crystalline Solid |
| pka | 12.13±0.70(Predicted) |
| color | White |
| Water Solubility | 0.0075 g/100 mL |
| BRN | 2128725 |
| Major Application | agriculture cleaning products cosmetics environmental food and beverages personal care |
| InChI | 1S/C9H10Cl2N2O2/c1-13(15-2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14) |
| InChIKey | XKJMBINCVNINCA-UHFFFAOYSA-N |
| SMILES | CON(C)C(=O)Nc1ccc(Cl)c(Cl)c1 |
| CAS DataBase Reference | 330-55-2(CAS DataBase Reference) |
| NIST Chemistry Reference | N'-(3,4-Dichlorophenyl)-N-methoxy-N-methylurea(330-55-2) |
| EPA Substance Registry System | Linuron (330-55-2) |
Safety Information
| Hazard Codes | T;N,N,T,F |
| Risk Statements | 61-22-40-48/22-50/53-62-39/23/24/25-23/24/25-11 |
| Safety Statements | 53-45-60-61-36/37-16-7 |
| RIDADR | UN 3077 |
| WGK Germany | 3 |
| RTECS | YS9100000 |
| TSCA | TSCA listed |
| HS Code | 29280000 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1 Carc. 2 Repr. 1B STOT RE 2 |
| Hazardous Substances Data | 330-55-2(Hazardous Substances Data) |
| Toxicity | LD50 orally in rats: 1500 mg/kg (Bailey, White) |
| Description | Linuron is found as white crystals that have no smell. It is veryslightly soluble in water. Linuron can enter the body either byingestion of contaminated food or water or by dermal contact.Linuron can cause nausea, vomiting, and diarrhea. Eye contactcan cause irritation. There is little evidence available as to theeffects of exposure to linuron on human health. However,exposure to linuron at normal background levels is unlikely tohave any adverse effect on human health. |
| Chemical Properties | White crystalline solid or powder. Odorless.Commercial product may be available a water soluble oremulsifiable concentrate. |
| Uses | Selective pre- and post-emergence herbicide. A restricted use pesticide. |
| Uses | Linuron is used to control annual and perennial broadleaf andgrassy weeds on crop and noncrop sites. It is used as a pre- andpost-emergent herbicide. It works by inhibiting photosynthesisin target weed plants. It is used in soybean, cotton, potato, corn,bean, pea, winter wheat, asparagus, carrot, and fruit crops. It isalso used on crops stored in warehouses and storerooms.Linuron is classified by the US Environmental ProtectionAgency (EPA) as a Restricted Use Pesticide (RUP). |
| Uses | Selective preemergence and postemergence herbicide used on a wide variety of foodcrops to control many annual broad-leaved and grass weeds. |
| Definition | ChEBI: A member of the class of ureas that is N-methyl urea substituted by a methoxy group at position 1 and a 3,4-dichlorophenyl group at position 3. |
| General Description | Colorless crystals. Non corrosive. Used as an herbicide. |
| Air & Water Reactions | Hydrolyzed slowly by acids and bases. |
| Reactivity Profile | A urea derivative. |
| Health Hazard | Lowtomoderatelytoxicbyingestion—LD50varying with experimental animals; 4-hourexposure to its vapors at 48 mg/m3 was lethalto rats; toxic properties similar to those ofMonuron. LD50 oral (rat): 1146 mg/kg LD50 oral (mouse): 2400 mg/kg LD50 inhalation (rat): 48 mg/m3 /4 h. |
| Agricultural Uses | Herbicide: Inhibits photosynthesis. Linuron is a selective,pre-emergence herbicide used to control grasses andbroadleaf weeds in carrots, beans, peas, asparagus, maize,potatoes, soybeans, sorghum, wheat, bananas, coffee, cottonand ornamentals. It is also used for control of annualweeds in storehouses, roadsides, fence rows and other noncroplands. Linuron is frequently used in formulations withother herbicides, insecticides and fungicides. |
| Trade name | AFALON®; ALIBI®; ALISTELL®;BROADCIDE 20EC®; BRONOX®; CERTOLLINONIONS®; CLOVACORN EXTRA®; CROPWEEDSTOP®; DU PONT 326®[C]; FF6135' HERBICIDE326®; GARNITAN®; H 326®; GEMINI®[C];HERBICIDE 326®; HOE 2810®; JANUS®;LANDSIDE®; LINNET®; LINEX®; LINOROX®;LINUREX®; LOREX®; LOROX®[C]; MARKSMAN1®; NEMINFEST®; ONSLAUGHT®; PRE-EMPT®;PREMALIN®; PROFALON®; ROTILIN®; SARCLEX®;SCARCLEX®; SINURON®; STAY KLEEN®; TEMPO®;TRIFARMON FL®; TRIFLURON®; TRILIN®;URANUS® (trifluralin + linuron); WARRIOR® |
| Safety Profile | Poison by inhalation. Moderately toxic by ingestion. Mutation data reported. A selective herbicide used in farming. Vlihen heated to decomposition it emits very toxic fumes of Cl and NOx. See also 3-@-CHLOROPHENYL)-1,1DIMETHYLUREA. |
| Potential Exposure | Inhibits photosynthesis. Linuron is aselective, pre-emergence urea herbicide used to controlgrasses and broadleaf weeds in carrots, beans, peas, asparagus, maize, potatoes, soybeans, sorghum, wheat, bananas,coffee, cotton, and ornamentals. It is also used for controlof annual weeds in storehouses, roadsides, fence rows andother noncrop lands. Linuron is frequently used in formulations with other herbicides, insecticides, and fungicides |
| Environmental Fate | Soil. Linuron degraded in soil forming the common metabolite 3,4-dichloroaniline(Duke et al., 1991). In an aerobic, biologically active, organic-rich, pond sediment, linuronwas converted to the intermediate 3-(3-chlorophenyl)-1-methoxymethylurea. This compoundfurther degraded to unidentified compounds (Stepp et al., 1985). Linuron was degraded by Bacillus sphaericus in soil forming N,O-dimethylhydroxylamineand carbon dioxide (Engelhardt et al., 1972). Only 1 ppm 3,4-dichloroaniline wasidentified in soils after incubation of soils containing 500 ppm linuron (Belasco and Pe The half-lives for linuron in soil incubated in the laboratory under aerobic conditionsranged from 56 to 88 days with an average of 75 days (Moyer et al., 1972; Hance, 1974;Usorol and Hance, 1974). In field soils, the average half-life for linuron was 8 Plant. Undergoes demethylation and demethoxylation in plants (Hartley and Kidd,1987). Metabolites identified in carrots 117 days after treatment were 3,4-dichlorophenylurea,3-(3,4-dichlorophenyl)-1-methylurea and 3,4-dichloroaniline. About 87% of thelinuron remained unreacted (Loekke, 1974). Photolytic. When an aqueous solution of linuron was exposed to summer sunlight for2 months, 3-(3-chloro-4-hydroxyphenyl)-1-methoxy-1-methylurea, 3,4-dichlorophenylureaand 3-(3,4-dichlorophenyl)-1-methylurea formed at yields of 13, 10 and 2%, re |
| Metabolic pathway | The main photoproducts initially formed in thephototransformation of linuron and chlorbromuron inaqueous solution result from photolysis, i.e.hydroxylation with release of the halide ion, and fromelimination of a methoxy group. The orientation of thereaction depends on the wavelength: shortwavelengths (254 nm) favor demethoxylation andphotolysis in the meta position,whereas, with black light longer than 330 nm,photolysis in the para position is the main reactionobserved. In soils, 4-bromo-3-chloroaniline is identifiedas a soil degradation product of chlorbromuron. |
| Shipping | UN3077 Environmentally hazardous substances,solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required. |
| Toxicity evaluation | As a reproductive and developmental toxicant, linuron worksvia androgen receptor antagonist activity; that is, it competeswith testosterone for binding to the androgen receptor. Inmouse tissues, linuron competitively blocked transcriptionthrough androgen receptor induced by dihydrotestosterone ina concentration-dependent manner. |
| Incompatibilities | Amides are incompatible with oxidizers(chlorates, nitrates, peroxides, permanganates, perchlorates,chlorine, bromine, fluorine, etc.); contact may cause firesor explosions. Keep away from alkaline materials, strongbases, strong acids, oxoacids, and epoxides. Similar organicamides react with azo and diazo compounds, releasingtoxic gases. Contact with reducing agents can release flammable gases. Amides are very weak bases but they canreact as acids, forming salts. Mixing amides with dehydrating agents such as such as phosphorus pentoxide or thionylchloride generates the corresponding nitrile |
| Waste Disposal | Incinerate in a unit operatingat 850C equipped with off-gas scrubbing equipment.Containers must be disposed of properly by following package label directions or by contacting your local or federalenvironmental control agency, or by contacting yourregional EPA office |
Linuron Preparation Products And Raw materials
| Raw materials | Dimethyl sulfate-->Hydroxylamine sulfate-->Isocyanic acid 3,4-dichlorophenyl ester-->Hydroxyurea |
