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
pka12.13±0.70(Predicted)
color White
Water Solubility 0.0075 g/100 mL
BRN 2128725
Major Applicationagriculture
cleaning products
cosmetics
environmental
food and beverages
personal care
InChI1S/C9H10Cl2N2O2/c1-13(15-2)9(14)12-6-3-4-7(10)8(11)5-6/h3-5H,1-2H3,(H,12,14)
InChIKeyXKJMBINCVNINCA-UHFFFAOYSA-N
SMILESCON(C)C(=O)Nc1ccc(Cl)c(Cl)c1
CAS DataBase Reference330-55-2(CAS DataBase Reference)
NIST Chemistry ReferenceN'-(3,4-Dichlorophenyl)-N-methoxy-N-methylurea(330-55-2)
EPA Substance Registry SystemLinuron (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 Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Repr. 1B
STOT RE 2
Hazardous Substances Data330-55-2(Hazardous Substances Data)
ToxicityLD50 orally in rats: 1500 mg/kg (Bailey, White)

Linuron Usage And Synthesis

DescriptionLinuron 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 PropertiesWhite crystalline solid or powder. Odorless.Commercial product may be available a water soluble oremulsifiable concentrate.
UsesSelective pre- and post-emergence herbicide. A restricted use pesticide.
UsesLinuron 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).
UsesSelective preemergence and postemergence herbicide used on a wide variety of foodcrops to control many annual broad-leaved and grass weeds.
DefinitionChEBI: 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 DescriptionColorless crystals. Non corrosive. Used as an herbicide.
Air & Water ReactionsHydrolyzed slowly by acids and bases.
Reactivity ProfileA urea derivative.
Health HazardLowtomoderatelytoxicbyingestion—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 UsesHerbicide: 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 nameAFALON®; 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 ProfilePoison 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 ExposureInhibits 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 FateSoil. 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 pathwayThe 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.
ShippingUN3077 Environmentally hazardous substances,solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
Toxicity evaluationAs 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.
IncompatibilitiesAmides 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 DisposalIncinerate 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 materialsDimethyl sulfate-->Hydroxylamine sulfate-->Isocyanic acid 3,4-dichlorophenyl ester-->Hydroxyurea
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