ChemicalBook--->CAS DataBase List--->150-68-5

150-68-5

150-68-5 Structure

150-68-5 Structure
IdentificationBack Directory
[Name]

MONURON
[CAS]

150-68-5
[Synonyms]

CMU
Telvar
CMU(R)
usafp-8
rosuran
karmexw
Monurox
Monurex
MONURON
chlorea
Monuruon
Monuuron
monuroun
USAF p-8
usafxr-41
TELVAR(R)
ATLAS1901
USAF xr-41
CHLOREA(R)
NCI-C02846
Lirobetarex
Monuron 99%
Chlorfenidim
'LGC' (1405)
cmuweedkiller
cnvweedkiller
herbicides,monuron
MONURON, 1GM, NEAT
chlorfenidim (ussr)
Herbicides, monuron
MONURON PESTANAL
karmexmonuronherbicide
Monuron 1g [150-68-5]
karmexwmonuronherbicide
telvarmonuronweedkiller
telvarwmonuronweedkiller
karmexw.monuronherbicide
Karmex Monuron Herbicide
telvarw.monuronweedkiller
Telvar Monuron Weedkiller
monuron (bsi,iso,ansi,wssa)
Karmex W. monuron herbicide
Telvar W. monuron weedkiller
N-(p-Chlorophenyl)-N’,N’-dimet
3-P-CHLOROPHENYL-1,1-DIMETHYLUREA
N-Dimethyl-N'-(4-chlorophenyl)urea
n-dimethyl-n’-(4-chlorophenyl)urea
3-(4-cloro-fenil)-1,1-dimetil-urea
3-(p-chlorophenyl)-1,1-dimethyl-ure
1,1-Dimethyl-3-(p-chlorophenyl)urea
1-(4-Chlorophenyl)-3,3-dimethylurea
1-(4-chlorophenyl)-3,3-dimethyluree
1-(p-Chlorophenyl)-3,3-dimethylurea
1,1-DIMETHYL-3-(4-CHLOROPHENYL)UREA
3-(4-CHLOROPHENYL)-1,1-DIMETHYLUREA
3-(p-chloropheny)-1,1-dimethyl urea
urea,3-(4-chlorophenyl)-1,1-dimethyl
N,N-Dimethyl-N'-(4-chlorophenyl)urea
n,n-dimethyl-n’-(4-chlorophenyl)urea
n’-(4-chlorophenyl)-n,n-dimethyl-ure
N-(4-CHLOROPHENYL)-N,N'-DIMETHYLUREA
1-(4-Chloro phenyl)-3,3-dimethyluree
1-para-chlorophenyl-3,3-dimethylurea
3-(4-Chloor-fenyl)-1,1-dimethylureum
3-(4-chlorophenoxy)-1,1-dimethylurea
3-para-chlorophenyl-1,1-dimethylurea
N-(p-Chlorophenyl)-N',N'-dimethylurea
n-(p-chlorophenyl)-n’,n’-dimethylurea
urea,3-(4-chlorophenyl)-1,1-dimethyl-
Urea,N’-(4-chlorophenyl)-N,N-dimethyl-
n-para-chlorophenyl-n’,n’-dimethylurea
Urea, 3-(p-chlorophenyl)-1,1-dimethyl-
1,1-dimethyl-3-(para-chlorophenyl)urea
1,1-Dimethyl-3-(p-chlorophenyl)thiourea
3-(4-Chlorophenyl)-1,1-dimethylurea 99%
MONURON PESTANAL (3-(4-CHLORO- PHENYL)-1
3-(4-Chlor-phenyl)-1,1-dimethyl-harnstoff
1-(4-chlorophenyl)-3,3-dimethyluree(french)
1,1-Dimethyl-3-(4-chlorophenyl)urea Monuron
3-(4-Chlorophenyl)-1,1-dimethylurea,Monuron
monuron (ISO) 3-(4-chlorophenyl)-1,1-dimethylurea
3-(4-Chlorophenyl)-1,1-dimethylurea 6-methylphenol
[EINECS(EC#)]

205-766-1
[Molecular Formula]

C9H11ClN2O
[MDL Number]

MFCD00018556
[MOL File]

150-68-5.mol
[Molecular Weight]

198.65
Chemical PropertiesBack Directory
[Appearance]

White, crystalline solid; odorless. Very low solubility in water and hydrocarbonsolvents; slightly soluble in oils; partially soluble inalcohols; stable toward oxidation and moisture.
[Melting point ]

173-174 °C(lit.)
[Boiling point ]

301.31°C (rough estimate)
[density ]

1,27 g/cm3
[vapor pressure ]

0Pa at 20℃
[refractive index ]

1.5330 (estimate)
[storage temp. ]

0-6°C
[form ]

Crystalline Solid
[pka]

14.22±0.70(Predicted)
[color ]

White
[Water Solubility ]

262mg/L(25 ºC)
[λmax]

244nm(H2O)(lit.)
[Merck ]

14,6261
[BRN ]

2097922
[Henry's Law Constant]

1.7×104 mol/(m3Pa) at 25℃, HSDB (2015)
[InChI]

1S/C9H11ClN2O/c1-12(2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)
[InChIKey]

BMLIZLVNXIYGCK-UHFFFAOYSA-N
[SMILES]

CN(C)C(=O)Nc1ccc(Cl)cc1
[LogP]

1.94 at 20℃
[Uses]

Herbicide, sugarcane-flowering suppressant.
[IARC]

3 (Vol. Sup 7, 53) 1991
[EPA Substance Registry System]

Monuron (150-68-5)
Hazard InformationBack Directory
[Definition]

ChEBI: A member of the class of ureas that is urea in which one of the nitrogens is substituted by a p-chlorophenyl group while the other is substituted by two methyl groups.
[General Description]

White crystalline solid or white powder with a slight odor. Melting point 175°C. Moderately toxic by ingestion. Used as an herbicide.
[Air & Water Reactions]

Insoluble in water. Is hydrolyzed slowly by acids and alkalis, and more rapidly on heating .
[Reactivity Profile]

MONURON is a chlorinated urea derivative. May react with azo and diazo compounds to generate toxic gases. May react with strong reducing agents to generate flammable gases. Reacts as a weak base. Combustion generates mixed oxides of nitrogen (NOx).
[Fire Hazard]

Flash point data for MONURON are not available; however, MONURON is probably combustible.
[Hazard]

Questionable carcinogen.
[Description]

Monuron is an obsolete herbicide. Moderately toxic to humans and a suspected carcinogen. Moderately soluble in water, volatile, persistent in soil and has a high potential to leach into groundwater. Moderately toxic to wildlife but expected to be safe for honeybees.
[Chemical Properties]

White, crystalline solid; odorless. Very low solubility in water and hydrocarbonsolvents; slightly soluble in oils; partially soluble inalcohols; stable toward oxidation and moisture.
[Production Methods]

The industrial synthesis of monuron typically begins with the preparation of 4-chloroaniline, which serves as the aromatic base. This compound undergoes a condensation reaction with dimethylcarbamoyl chloride or dimethylurea to form the substituted phenylurea structure. The reaction is typically carried out in organic solvents such as acetone or toluene, under controlled temperature and pH conditions to ensure high yield and purity. After synthesis, the crude product is purified through crystallisation or solvent extraction.
[Health Hazard]

Toxic properties are similar to Diuron; hydro-lyzes under acidic or alkaline conditions top-chloroaniline, which can cause anemia andmethemoglobinemia; LD50 data published inthe literature differ; acute and chronic tox-icity of this herbicide is probably of loworder; no reported case of human poisoning; showed clear evidence of carcinogenicity in male F344/N rats fed diets containing 750 ppm monuron for 2 years; causedcancers in the kidney and liver (NationalToxicology Program 1988); female rats andmale and female mice (B6C3F1) showed noevidence; induced cytomegaly of the renalepithelial cells in rats.
LD50 oral (rat): 3700 mg/kg (Bailey andWhite, 1965)
LD50 oral (rat): 1053 mg/kg (Lewis 1995).
[Flammability and Explosibility]

Notclassified
[Mechanism of action]

Non-selective, systemic. Inhibits photosynthesis.
[Environmental Fate]

Biological. Monuron was mineralized in sewage samples obtained from a water treatment plant in Ithica, NY. (4-Chlorophenyl)urea and 4-chloroaniline were tentatively identified as metabolites (Wang et al., 1985).
Soil/Plant. In soils and plants, monuron is demethylated at the terminal nitrogen atom coupled with ring hydroxylation forming 3-(2-hydroxy-4-chlorophenyl)urea and 3-(3- hydroxy-4-chlorophenyl)urea (Hartley and Kidd, 1987). Walln?efer et al. (197
Photolytic. When an aqueous solution of monuron was exposed to sunlight or simulated sunlight, the major degradative pathways observed were the photooxidation and demethylation of the N-methyl groups (Crosby and Tang, 1969; Tanaka et al., 1982a),
Tanaka et al. (1981) studied the photolysis of monuron in dilute aqueous solutions in order to fully characterize a substituted diphenylamine that was observed in an earlier investigation (Tanaka et al., 1977). They identified this compound as an isomeric mixture containing 92% 2-chloro-4¢,5-bis(N¢,N¢-dimethylureido)biphenyl and 8% 5-chloro-2,4¢- bis(N¢,N¢-dimethylureido)biphenyl (Tanaka et al., 1981).
Tanaka et al. (1982) undertook a study to identify the several biphenyls formed in earlier photolysis studies (Tanaka et al., 1979, 1981). They identified these compounds as 2,4¢-, 3,4¢- and 4,4¢-bis-(N¢,N¢-dimethylureido)biphenyls (fenuron biphenyls) (Ta
[Purification Methods]

Crystallise monuron from MeOH. [Beilstein 12 IV 1191.]
[Pesticide Type]

Herbicide
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-40-50/53
[Safety Statements ]

36/37-60-61
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

YS6300000
[TSCA ]

Yes
[REACH Registrations]

Active
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29242990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
[Safety Profile]

Moderately toxic by ingestion, intraperitoneal, and possibly other routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic data. Mutation data reported. An herbicide. When heated to decomposition it emits very toxic fumes of NOx and Cl-.
[Hazardous Substances Data]

150-68-5(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 3700 mg/kg (Bailey, White)
Spectrum DetailBack Directory
[Spectrum Detail]

MONURON(150-68-5)MS
MONURON(150-68-5)IR1
MONURON(150-68-5)IR2
MONURON(150-68-5)Raman
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