Chlorotoluron

Base Information

• Chemical Name: Chlorotoluron
• CAS No.: 15545-48-9
• Deprecated CAS: 11111-56-1
• Molecular Formula: C10H13ClN2O
• Molecular Weight: 212.679
• Hs Code.: 2924299035
• European Community (EC) Number: 239-592-2
• ICSC Number: 1327
• UNII: SUW8L8G38A
• DSSTox Substance ID: DTXSID8052853
• Nikkaji Number: J2.742A
• Wikipedia: Chlortoluron
• Wikidata: Q411273
• ChEMBL ID: CHEMBL1900581
• Mol file: 15545-48-9.mol

Synonyms:chlorotoluron;chlortoluron

Chemical Property of Chlorotoluron

Chemical Property:

• Appearance/Colour: Colorless, odorless crystals
• Vapor Pressure: 1.33E-05mmHg at 25°C
• Melting Point: 147-148oC
• Refractive Index: 1.586
• Boiling Point: 367.8 °C at 760 mmHg
• PKA: 14.43±0.70(Predicted)
• Flash Point: 176.2 °C
• PSA: 32.34000
• Density: 1.218 g/cm³
• LogP: 2.81490
• Storage Temp.: APPROX 4°C
• Water Solubility.: 70.43mg/L(20 oC)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 212.0716407
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

99%, ^*data from raw suppliers

Chlorotoluron ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N, F
• 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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)NC(=O)N(C)C)Cl
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Long Term Exposure: Tumours have been detected in experimental animals but may not be relevant to humans.
• Uses: Herbicide.

Technology Process of Chlorotoluron

There total 5 articles about Chlorotoluron which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2-chloro-4-isocyanato-1-methylbenzene (28479-22-3) + dimethyl amine (124-40-3) → N-(3-chloro-4-methylphenyl)-N,N-dimethylurea (15545-48-9)

Guidance literature:

In water; toluene; for 2h; Heating;

DOI:10.1039/b905717j

Reference yield: 86.0%

2-chloro-4-isocyanato-1-methylbenzene (28479-22-3) + d6-dimethylamine hydrochloride (53170-19-7) → N-(3-chloro-4-methylphenyl)-N,N-dimethylurea (15545-48-9)

Guidance literature:

2-chloro-4-isocyanato-1-methylbenzene; d6-dimethylamine hydrochloride; In 1,4-dioxane; for 0.333333h; Inert atmosphere;

With triethylamine; In 1,4-dioxane; at 20 ℃; for 16h;

Reference yield: 83.0%

2-chloro-4-isocyanato-1-methylbenzene (28479-22-3) + N,N-dimethylammonium chloride (506-59-2) → N-(3-chloro-4-methylphenyl)-N,N-dimethylurea (15545-48-9)

Guidance literature:

2-chloro-4-isocyanato-1-methylbenzene; N,N-dimethylammonium chloride; In diethyl ether; for 0.333333h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In diethyl ether; at 20 ℃; for 16h;

upstream raw materials:

2-chloro-4-isocyanato-1-methylbenzene

dimethyl amine

carbon monoxide

N,N-dimethylammonium chloride

Downstream raw materials:

N,N-dimethyl-N'-(4-tolyl)urea

2-chloro-4-isocyanato-1-methylbenzene

dimethyl amine

N,N-dimethylcarbamic acid

Refernces

• 1、 -. "Synthesis method of phenylurea herbicide or deuteration-labeled phenylurea herbicide". Paragraph 0096; 0097; 0098. . Retrieved 2017/02/17.
• 2、 Laudien,Mitzner. "Phenylureas. Part 1. Mechanism of the basic hydrolysis of phenylureas". . p. 2226 - 2229. Retrieved 2007/10/03.