Teflubenzuron

Base Information

• Chemical Name: Teflubenzuron
• CAS No.: 83121-18-0
• Deprecated CAS: 91482-28-9,99039-56-2
• Molecular Formula: C14H6Cl2F4N2O2
• Molecular Weight: 381.113
• Hs Code.: 2924299032
• NSC Number: 367306
• UNII: FS9P57VL74
• DSSTox Substance ID: DTXSID6042440
• Nikkaji Number: J134.962G
• Wikidata: Q22808948
• Metabolomics Workbench ID: 56279
• ChEMBL ID: CHEMBL1328219
• Mol file: 83121-18-0.mol

Synonyms:CME 134;CME 13406;CME-13406;N-(((3,5-dichloro-2,4-difluorophenyl)amino)carbonyl)-2,6-difluorobenzamide;Nomolt;OMS 3009;teflubenzuron

Chemical Property of Teflubenzuron

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 8 x 10 -7 mPa (20 °C)
• Melting Point: 221-224°
• Refractive Index: 1.596
• PKA: 8.16±0.46(Predicted)
• PSA: 58.20000
• Density: 1.646 g/cm³
• LogP: 4.97560
• Storage Temp.: 0-6°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• Water Solubility.: 0.019 mg l-1 (23 °C)
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 379.9742455
• Heavy Atom Count: 24
• Complexity: 478

Purity/Quality:

98%TC 95%TC 15%SC 25%SC ^*data from raw suppliers

Teflubenzuron PESTANAL?, analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC(=C(C(=C2F)Cl)F)Cl)F
• Uses: Teflubenzuron’s a fluorobenzoylurea insect growth regulator and a chitinase inhibitor. It achieves the insecticidal purpose through the inhibition of normal molting and development of larvae. It has a particularly high activity on lepidoptera pests, also achieves a good effect when it comes to the larvae of whitefly families, diptera, hymenoptera, coleoptera pests, but it’s invalid for many parasitic insects, predatory insects and spiders. It is mainly used on vegetables, fruit trees, cotton and teabush. E.g. 2000~4000 times diluent of EC can be applied by spraying to larvae of cabbage caterpillar and plutella xylostella in the egg incubation period to 1 to 2 instar.1500～3000 times diluent of EC can be applied by spraying to larvae of plutella xylostella, asparagus caterpillar, prodenia litura in the egg incubation period to 1 to 2 instar, which are resistant to organic phosphorus and pyrethroids. 1500～2000 times diluent of EC can be applied by spraying to cotton bollworm and pink worm in the egg incubation period of the second and third generations, and the elimination rate is about 85% after 10 days. Teflubenzuron is an benzoylphenylurea chitin synthesis inhibitor used to control a wide range of insect pests and mites in fruit, vegetable, cereal and seed crops. uSE: Insecticide. Teflubenzuron is used for the control of Lepidoptera, Coleoptera, Diptera, Aleyrodidae, Hymenoptera, Psyllidae and Hemiptera larvae on vines, pome fruit, citrus, vegetables, soyabeans, tobacco and cotton. It also controls fly and mosquito larvae and immature stages of locusts.
• Production Method: Method 1 The addition reaction of 2,6-Difluorobenzamide and 2,4-difluoro-3,5-dichlorophenyl isocyanate Method 2 preparation of 2,4-Difluoro-3,5-dichlorophenylamine 2,3,4,5-tetrachloronitrobenzene and Potassium fluoride react in DMF solvent at 140℃ for 15h to obtain 2,4-Difluoro-3,5-dichloronitrobenzene，which is then reduced to 2,4-Difluoro-3,5-dichlorophenylamine Preparation of Teflubenzuron ?As for the preparation of 2,6-difluorobenzoyl isocyanate, see details in the preparation of? Teflubenzuron. ?2,6-difluorobenzoyl isocyanate and 2,4-Difluoro-3,5-dichlorophenylamine react at room temperature for 15h to obtain Teflubenzuron ?As for the nitrification, chlorination, reduction, fluorization and condensation of 1,2,4-Trichlorobenzene to? prepare Teflubenzuron, see details in bibliography.

Technology Process of Teflubenzuron

There total 6 articles about Teflubenzuron 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: 96.0%

2,6-difluorobenzoyl isocyanate (60731-73-9) + 3,5-dichloro-2,4-difluoro-aniline (83121-15-7) → teflubenzuron (83121-18-0,99039-56-2)

Guidance literature:

In chloroform; toluene; for 2h; Reflux;

Reference yield:

2,6 difluorobenzonitrile (1897-52-5) → teflubenzuron (83121-18-0,99039-56-2)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide / 6 h / 30 °C

2: chloroform / 4 h / 5 °C / Reflux

3: chloroform; toluene / 2 h / Reflux

With dihydrogen peroxide; In chloroform; toluene;

Reference yield:

2,6-dichlorotoluene (118-69-4) → teflubenzuron (83121-18-0,99039-56-2)

Guidance literature:

Multi-step reaction with 6 steps

1: phosphorus pentachloride; chlorine / 150 °C

2: acetic acid; zinc(II) chloride; hydroxylamine hydrochloride; sodium acetate / 8 h / Reflux

3: potassium fluoride; tetrabutylammomium bromide / 12 h / 170 °C

4: dihydrogen peroxide / 6 h / 30 °C

5: chloroform / 4 h / 5 °C / Reflux

6: chloroform; toluene / 2 h / Reflux

With potassium fluoride; phosphorus pentachloride; hydroxylamine hydrochloride; tetrabutylammomium bromide; dihydrogen peroxide; sodium acetate; chlorine; acetic acid; zinc(II) chloride; In chloroform; toluene;

upstream raw materials:

2,6-difluorobenzoyl isocyanate

3,5-dichloro-2,4-difluoro-aniline

2,6 difluorobenzonitrile

2,6-dichlorotoluene

Refernces

• 1、 -. "Method for exterminating termites". . . Retrieved 2008/06/13.
• 2、 -. "Use of acyl urea compounds for controlling endoparasites and ectoparasites of warm-blooded animals". . . Retrieved 2008/06/13.