15545-48-9

Basic information

• Product Name: Chlorotoluron
• Synonyms: 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
• CAS NO: 15545-48-9
• Molecular Formula: C₁₀H₁₃ClN₂O
• Molecular Weight: 212.68
• EINECS: 239-592-2
• Product Categories: ACTIVE AGROCHEMICAL INGREDIENTS;HERBICIDE;CHPesticides&Metabolites;Alphabetic;C;Herbicides;Urea structure;Agro-Products;Amines;Aromatics
• Mol File: 15545-48-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 148.3°
• Boiling Point: 367.8 °C at 760 mmHg
• Flash Point: 2 °C
• Appearance: /
• Density: 1.2426 (rough estimate)
• Vapor Pressure: 1.33E-05mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: APPROX 4°C
• PKA: 14.43±0.70(Predicted)
• Water Solubility: 70.43mg/L(20 oC)
• Merck: 13,2191
• BRN: 2647688
• CAS DataBase Reference: Chlorotoluron(CAS DataBase Reference)
• NIST Chemistry Reference: Chlorotoluron(15545-48-9)
• EPA Substance Registry System: Chlorotoluron(15545-48-9)

Safety Data

• Hazard Codes: Xn;N,N,Xn,F
• Statements: 40-50/53-63-36-20/21/22-11
• Safety Statements: 26-36/37-46-60-61-16
• RIDADR: UN 3077
• WGK Germany: 3
• RTECS: YS7230000
• Hazardous Substances Data: 15545-48-9(Hazardous Substances Data)

Usage

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.

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).

InChI:InChI=1/C10H13ClN2O/c1-7-4-5-8(6-9(7)11)12-10(14)13(2)3/h4-6H,1-3H3,(H,12,14)

Upstream product

• 28479-22-3 2-chloro-4-isocyanato-1-methylbenzene 
• 53170-19-7 d6-dimethylamine hydrochloride 
• 506-59-2 N,N-dimethylammonium chloride 
• 201230-82-2 carbon monoxide 
• 124-40-3 dimethyl amine 

Downstream Products

• 7160-01-2 N,N-dimethyl-N'-(4-tolyl)urea 
• 1182602-42-1 butyl (E)-3-(4-chloro-2-(3,3-dimethylureido)-5-methylphenyl)acrylate 
• 28479-22-3 2-chloro-4-isocyanato-1-methylbenzene 
• 124-40-3 dimethyl amine 
• 74-89-5 methylamine 
• 13142-64-8 3-(3-chloro-4-methyl)phenylurea 
• 22175-22-0 N'-(3-chloro-4-methylphenyl)-N-methylurea 
• 59587-00-7 N'-(3-chloro-4-hydroxymethylphenyl)-N-methylurea 
• 59587-03-0 N'-(3-chloro-4-hydroxymethylphenyl)-N,N-dimethylurea 
• 59587-01-8 2-Chloro-4-(3,3-dimethyl-ureido)-benzoic acid 
• 7260-94-8 N,N-dimethylcarbamic acid 
• 95-74-9 3-chloro-p-toluidine 

Related news

The influence of diphenylcarbazide and hydrazobenzene on the binding of the herbicide Chlorotoluron (cas 15545-48-9) to isolated thylakoids09/04/2019

To investigate the overlap of the effects of QB site inhibitors and donors of Photosystem II we analyzed the binding of [14C]chlorotoluron, a representative of QB site inhibitors, to isolated thylakoids in the presence of two electron donors, sym-diphenylcarbazide or hydrazobenzene. Chlorotoluro...detailed

THz spectroscopic investigation of Chlorotoluron (cas 15545-48-9) by solid-state density functional theory09/01/2019

The terahertz time–domain spectrum (THz–TDS) of chlorotoluron has been simulated and assigned with solid-state density functional theory (DFT) in the range of 0.5–2.2 THz. The calculations based on the hybrid density functionals B3LYP and PW91 are performed to analyze the origins of observed ...detailed

Impact of atrazine and nitrogen fertilizers on the sorption of Chlorotoluron (cas 15545-48-9) in soil and model sorbents08/31/2019

Sorption of chlorotoluron in ammonium sulfate, urea and atrazine multi-solutes system was investigated by batch experiments. The results showed application of nitrogen fertilizers to the soil could affect the behavior of chlorotoluron. At the same concentration of N, sorption of chlorotoluron de...detailed

Biological responses of wheat (Triticum aestivum) plants to the herbicide Chlorotoluron (cas 15545-48-9) in soils08/30/2019

Chlorotoluron is a phenylurea herbicide that is widely used for controlling grass weeds in the land of cereal, cotton and fruit production. However, extensive use of this herbicide may lead to its accumulation in ecosystems, thus inducing the toxicity to crops and vegetables. To assess chlorotol...detailed

Effect of dissolved organic matter on mobility and activation of Chlorotoluron (cas 15545-48-9) in soil and wheat08/29/2019

Chlorotoluron is a pesticide that is moderately absorbed and fairly mobile and leaching in soils. Dissolved organic matter (DOM) plays a critical role in affecting the environmental behavior of pesticides. In this study, we report the effect of DOM extracted from sludge (SL) and straw (ST) on ch...detailed

Impact of dissolved organic matter on bioavailability of Chlorotoluron (cas 15545-48-9) to wheat08/28/2019

Chlorotoluron (Chl) is a phenylurea herbicide and is widely used for controlling weeds. While it has brought great benefits to crop production, it has also resulted in contamination to ecosystem. In this study, we investigated accumulation of chlorotoluron (Chl) and biological responses of wheat...detailed

Chlorotoluron (cas 15545-48-9) mobility in compost amended soil08/27/2019

Knowledge about the impact that various organic amendments have on the behavior of pesticides in soils is essential when assessing groundwater contamination risk. The aim of this study was to evaluate the impact of a compost amendment on chlorotoluron mobility in the A horizon of the Luvic Chern...detailed

Relevant articles and documents

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.

Comparative catalytic C-H vs. C-Si activation of arenes with Pd complexes directed by urea or amide groups

Analysis of regiocontrol in Pd-catalysed C-H activation leads to observations of aryltrimethylsilyl activation and to superior results with urea-based substrates.

Synthesis of aromatic urea herbicides by the selenium-assisted carbonylation using carbon monoxide with sulfur

Commercially useful aromatic urea herbicides were synthesized in good yields from lithium amides of aromatic amines with thiocarbamates, which were prepared by the selenium-assisted carbonylation of secondary amines with carbon monoxide and sulfur under mild conditions.