ChemicalBook CAS DataBase List 15545-48-9

15545-48-9

Name	Chlorotoluron
CAS	15545-48-9
EINECS(EC#)	239-592-2
Molecular Formula	C7H5ClO
MDL Number	MFCD00018275
Molecular Weight	140.57
MOL File	15545-48-9.mol

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

Chemical Properties

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

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. less more
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 . less more
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. less more

Raw materials And Preparation Products

Hazard Information

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

Material Safety Data Sheet(MSDS)

Well-known Reagent Company Product Information

Supplier

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