| Identification | More | [Name]
Chlorotoluron | [CAS]
15545-48-9 | [Synonyms]
3-(3-CHLORO-4-METHYL)-1,1-DIMETHYLUREA
3-(3-CHLORO-P-TOLYL)-1,1-DIMETHYLUREA
CHLOROTOLURON
CHLORTOLURON
DICURAN(R)
LENTIPUR(R)
'LGC' (1402)
N'-(3-Chloro-4-methylphenyl)-N,N-dimethylurea
n-(3-chloro-4-methylphenyl)-n',n'-dimethylurea
N，N-Dimethyl-N，-(3-chloro-4-methylphenyl)urea
TORO(R)
3-(3-chlor-4-methylphenyl)-1,1-dimethylharnstoff
3-(3-chloro-4-methylphenyl)-1,1-dimethyl-urea
3-(3-Chloro-4-methylphenyl)-N,N-dimethylurea
3-(3-chloro-p-tolyl)-1,1-dimethyl-ure
c2242
cga15646
clortokem
dicuran
highuron | [EINECS(EC#)]
239-592-2 | [Molecular Formula]
C7H5ClO | [MDL Number]
MFCD00018275 | [Molecular Weight]
140.57 | [MOL File]
15545-48-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
148.3° | [Boiling point ]
367.8±42.0 °C(Predicted) | [density ]
1.2426 (rough estimate) | [refractive index ]
1.6000 (estimate) | [Fp ]
2 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
Chloroform: slightly soluble; Methanol: slightly soluble | [form ]
neat | [pka]
14.43±0.70(Predicted) | [color ]
Off-white to light yellow | [Water Solubility ]
70.43mg/L(20 ºC) | [Merck ]
13,2191 | [BRN ]
2647688 | [Henry's Law Constant]
7.0×104 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care | [InChI]
1S/C10H13ClN2O/c1-7-4-5-8(6-9(7)11)12-10(14)13(2)3/h4-6H,1-3H3,(H,12,14) | [InChIKey]
JXCGFZXSOMJFOA-UHFFFAOYSA-N | [SMILES]
CN(C)C(=O)Nc1ccc(C)c(Cl)c1 | [CAS DataBase Reference]
15545-48-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Chlortoluron(15545-48-9) | [EPA Substance Registry System]
15545-48-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn;N,N,Xn,F | [Risk Statements ]
R40:Limited evidence of a carcinogenic effect.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R63:Possible risk of harm to the unborn child.
R36:Irritating to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S46:If swallowed, seek medical advice immediately and show this container or label .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 3077 | [WGK Germany ]
3 | [RTECS ]
YS7230000 | [TSCA ]
TSCA listed | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Repr. 2 | [Hazardous Substances Data]
15545-48-9(Hazardous Substances Data) | [Toxicity]
rat,LC50,inhalation,1300mg/m3 (1300mg/m3),"Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976. |
| Hazard Information | Back Directory | [Description]
Chloroturon is a commonly used urea herbicide. It is moderately soluble in water, volatile with a high potential for leaching to groundwater. It is moderately persistent in soil but tends not to be persistent in water due to rapid aqueous photolysis. Chloroturon has a low mammalian toxicity but may bioaccumulate. Whilst it is non-toxic to honeybees it is moderately toxic to birds, earthworms and most aquatic organisms. | [Chemical Properties]
The pure product is white needle-shaped crystals. Its mp is 147-148°C, its vapor pressure is 4.79×10-6 Pa (20°C), and its solubility in 100 mL of acetone, benzene, and dichloromethane is 5 g, 2.4 g, and 4.3 g, respectively. Its solubility in water is 10 mg/L. It is stable at room temperature but decomposes in the presence of acids and bases at elevated temperatures. Its half-life in soil is approximately 30 days. | [Uses]
Herbicide. | [Definition]
ChEBI: A member of the class of ureas that is N-methyl urea substituted by a 3-chloro-4-methylphenyl group at position 3 and a methyl group at position 1. A herbicide that is non-toxic to honeybees but is moderately toxic to mammals, birds, ea
thworms and most aquatic organisms. | [Production Methods]
Chlorotoluron is commercially produced through a five-step chemical synthesis starting from toluene. The process involves nitration to form nitrotoluene, followed by chlorination, hydrogenation to convert the nitro group to an amine, phosgenation to form an isocyanate, and finally reaction with dimethylamine to yield the herbicide. | [Mechanism of action]
Selective, non-systemic absorbed by roots and foliage. Acts by the inhibition of photosynthetic electron transport. | [Metabolism]
Chlortoluron is rapidly
metabolized in winter wheat. Hydroxylation of the methyl
group on the phenyl ring has been demonstrated as a
detoxification mechanism for chlortoluron resistance in
winter wheat, whereas in the susceptible weed blackgrass
(Alopecurus myosuroides Huds.), the main metabolite is
the mono N-demethylated metabolite (107). In a tolerant
weed, Persian speedwell (Veronica persica Poir.), chlortoluron is rapidly transformed to the nonphytotoxic di-N-demethylated metabolite (107). | [Pesticide Type]
Herbicide |
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