60731-73-9

Basic information

• Product Name: 2,6-Difluorobenzoyl isocyanate
• Synonyms: 2,6-DIFLUOROBENZOYL ISOCYANATE;2,6-Difluorobenzoyl isocyanate, tech., 80%;2,6-Difluorobenzoyl isocyanate, 80%,tech.;1,3-difluoro-2-(isocyanatoMethyl)benzene;2,6-Difluorobenzoyl isocyanate, tech., 80% 500MG
• CAS NO: 60731-73-9
• Molecular Formula: C₈H₃F₂NO₂
• Molecular Weight: 183.11
• Mol File: 60731-73-9.mol

Chemical Properties

• Melting Point: 140-143.3 °C
• Boiling Point: 66 °C (0.2 mmHg)
• Flash Point: 81.5 °C
• Appearance: White/Crystalline Solid
• Density: 1.4723 (estimate)
• Vapor Pressure: 0.137mmHg at 25°C
• Refractive Index: 1.511
• Storage Temp.: Freezer (-20°C)
• CAS DataBase Reference: 2,6-Difluorobenzoyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Difluorobenzoyl isocyanate(60731-73-9)
• EPA Substance Registry System: 2,6-Difluorobenzoyl isocyanate(60731-73-9)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26
• Hazardous Substances Data: 60731-73-9(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline solid

InChI:InChI=1/C8H3F2NO2/c9-5-2-1-3-6(10)7(5)8(13)11-4-12/h1-3H

Upstream product

• 79-37-8 oxalyl dichloride 
• 18063-03-1 2,6-difluorobenzamide 
• 1118-02-1 trimethylsilyl isocyanate 
• 18063-02-0 2,6-difluorobenzoylchloride 
• 917-61-3 sodium isocyanate 
• 385-00-2 2,6-difluorobenzoic acid 
• 372-18-9 1,3-Difluorobenzene 
• 19064-16-5 2,6-difluoro-benzaldehyde oxime 
• 107-06-2 1,2-dichloro-ethane 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 24608-52-4 tert-butyl chloroformate 
• 118-69-4 2,6-dichlorotoluene 
• 81-19-6 2,6-dichlorobenzalchloride 
• 1194-65-6 2,6-dichloro-benzonitrile 

Downstream Products

• 64627-98-1 N-(4-trifluoromethylthiophenyl)-N'-(2,6-difluorobenzoyl)-urea 
• 64628-17-7 1-(3-Chloro-4-trifluoromethoxy-phenyl)-3-(2,6-difluoro-benzoyl)-urea 
• 64661-70-7 1-(3-Chloro-4-trifluoromethylsulfanyl-phenyl)-3-(2,6-difluoro-benzoyl)-urea 
• 64627-90-3 1-(2,6-Difluoro-benzoyl)-3-(3-trifluoromethylsulfanyl-phenyl)-urea 
• 64628-34-8 1-(2,6-Difluoro-benzoyl)-3-(3-trifluoromethoxy-phenyl)-urea 
• 118644-41-0 N-(2,6-Difluorbenzoyl)-N'-(pyrimidin-2-yl)harnstoff 
• 111604-44-5 N-(2,6-Difluorbenzoyl)-N'-(5-chlorpyrimidin-2-yl)harnstoff 
• 13616-71-2 2-(4-bromo-phenyl)-4,5-dimethyl-3,6-dihydro-2H-[1,2]thiazine 
• 35367-39-6 N-(2,6-difluorobenzoyl)-N'-(4-bromophenyl)-urea 
• 132981-08-9 1-(2,6-Difluoro-benzoyl)-3-[(S)-3-(2,3,5,6-tetrahydro-imidazo[2,1-b]thiazol-6-yl)-phenyl]-urea 
• 143920-57-4 1-(2,6-Difluoro-benzoyl)-3-[4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-phenyl]-urea 
• 122267-35-0 N-(2,6-difluorobenzoyl)-N'-2-fluoro-4[1,1,2-trifluoro-2-(trifluoromethoxy)-ethoxy]-phenyl-urea 
• 122267-36-1 N-(2,6-difluorobenzoyl)-N'-2-chloro-4-[1,1,2-trifluoro-2-(trifluoromethoxy)-ethoxy]-phenyl-urea 
• 143920-59-6 1-(2,6-Difluoro-benzoyl)-3-[3-fluoro-4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-phenyl]-urea 

Relevant articles and documents

NEW APPROACH TO THE SYNTHESIS OF 2,6-DIFLUOROBENZOYL ISOCYANATE AND ITS USE IN THE PREPARATION OF N-(2,6-DIFLUOROBENZOYL)-N'-(POLYFLUOROARYL)UREAS

The treatment of 2,6-difluorobenzoyl chloride with trimethylsilyl isocyanate gave 2,6-difluorobenzoyl isocyanate.This product reacts with polyfluoroaromatic amines to give the corresponding N-(2,6-difluorobenzoyl)-N'-(polyfluoroaryl)urea, which hold potential as inhibitors for the biosynthesis of insect chitin. Keywords: 2,6-difluorobenzoyl chloride, trimethylsilyl isocyanate, 2,6-difluorobenzoyl isocyanate, polyfluoroaromatic amines, N-(2,6-difluorobenzoyl)-N'-(polyfluoroaryl)ureas, insect chitin biosynthesis inhibitors.

Synthetic method of diflubenzuron impurities for quantitative and qualitative analysis

The invention relates to a synthetic method of diflubenzuron impurities for quantitative and qualitative analysis, and belongs to the technical field of pesticide synthesis. The diflubenzuron impurities are synthesized in the following way, wherein R is t

Synthetic method of benzamide pesticide

To 2, 5 - dichlorophenol is used as a raw material, and an addition step with hexafluoropropylene is sequentially carried out. The method is characterized in that 2, 5 - dichlorophenol (2-5 - SMN), acetonitrile, phenol and sodium carbonate aqueous solutio

Synthetic method of substituted benzoyl isocyanate

The invention discloses a preparation method of substituted benzoyl isocyanate, and belongs to the field of pesticide/medicine intermediates. Substituted benzoyl chloride and cyanate react in an organic solvent in the presence of a composite catalyst composed of a Lewis acid and p-toluene sulfonic acid to generate substituted benzoyl isocyanate. The method avoids the use of expensive oxalyl chloride, highly toxic phosgene, and the like, inhibits the generation of side reaction and byproduct namely cyanobenzene, selects the reaction conditions suitable for commercialization, enhances the selectivity and yield of the reaction, and reduces the generation of wastes, production cost, and environmental pollution.

Synthesis method of insecticide teflubenzuron and intermediate 2,6-difluorobenzamide of insecticide teflubenzuron

The invention discloses a synthesis method of an insecticide teflubenzuron and an intermediate 2,6-difluorobenzamide of the insecticide teflubenzuron, belonging to the field of pesticides. The synthesis method comprises the following steps: step 1, preparation of 2,6-dichlorobenzylidene chloride: preparing turbid liquid of dichlorotoluene and phosphorus pentachloride, introducing chlorine gas, layering materials by utilizing a gas-liquid separator, collecting a crude product, and rectifying the crude product to obtain the 2,6-dichlorobenzylidene chloride; and 2, preparation of 2,6-dichlorobenzonitrile: mixing 2,6-dichlorobenzylidene chloride, acetic acid, zinc chloride, hydroxylamine hydrochloride and sodium acetate, carrying out heating for a reflux reaction, conducting cooling, stirring,filtering and drying successively after the reaction is completed so as to obtain 2, 6-dichlorobenzonitrile. By adopting a one-pot method, a reaction route is shortened, total yield is increased to 67.3% from conventional 55.4%, and cost is greatly reduced.

Preparation method for fluazuron

The invention discloses a preparation method for fluazuron in the technical field of organic synthesis. The method comprises the following steps: (1) allowing 2,6-difluorobenzamide to react with oxalyl chloride so as to generate a compound with a formula

Design, Synthesis, and Insecticidal Activity of Novel Doramectin Derivatives Containing Acylurea and Acylthiourea Based on Hydrogen Bonding

Our recent investigation on the insecticidal activities of several doramectin derivatives preliminarily revealed that the presence of hydrogen bonds at the C4″ position of the molecule with target protein γ-aminobutyric acid (GABA) receptor was crucial for retaining high insecticidal activity. As a continuation of our research work on the development of new insecticides, two series of novel acylurea and acylthiourea doramectin derivatives were designed and synthesized. The bioassay results indicated that the newly synthesized compounds (5o, 5t, and 6t) exhibited higher insecticidal activity against diamondback moth, oriental armyworm, and corn borer than the control compounds doramectin, commercial avermectins, chlorbenzuron, and lead compound 3g in our laboratory. Specifically, compound 5t was identified as the most promising insecticide against diamondback moth, with a final mortality rate of 80.00% at the low concentration of 12.50 mg/L, showing approximately 7.75-fold higher potency than the parent doramectin (LC50 value of 48.1547 mg/L), 6.52-fold higher potency than commercial avermectins (LC50 value of 40.5507 mg/L), and 3.98-fold higher potency than compound 3g (LC50 value of 24.7742 mg/L). Additionally, molecular docking simulations revealed that compound 5t (2.17, 2.20, 2.56, and 2.83 ?) displayed stronger hydrogen-bond action in binding with the GABA receptor, better than that of compound 5o (1.64 and 2.15 ?) and compound 6t (2.20 and 2.31 ?) at the C4″ position. This work demonstrated that these compounds containing hydrogen-bond groups might contribute to the improvement of insecticidal activity and supply certain hints toward structure optimization design for the development of new insecticides.

Accessing Difluoromethylated and Trifluoromethylated cis-Cycloalkanes and Saturated Heterocycles: Preferential Hydrogen Addition to the Substitution Sites for Dearomatization

Reported here is a straightforward process in which a cyclic (alkyl)(amino)carbene/Rh catalyst system facilitates the preferential addition of hydrogen to the substitution sites of difluoromethylated and trifluoromethylated arenes and heteroarenes, leading to dearomative reduction. This strategy enables the diastereoselective synthesis of cis-difluoromethylated and cis-trifluoromethylated cycloalkanes and saturated heterocycles, and even allows formation of all-cis multi-trifluoromethylated cyclic products with a defined equatorial orientation of the di- and trifluoromethyl groups. Deuterium-labeling studies indicate that hydrogen preferentially attacks the substitution sites of planar arenes, resulting in dearomatization, possibly with heterogeneous Rh as the reactive species, followed by either reversible or irreversible hydrogen addition to the nonsubstitution sites.

Synthetic method for aryl formyl isocyanate

The invention relates to a preparation method, and mainly relates to a synthetic method for aryl formyl isocyanate, which includes: (1) dropwise adding an aryl formamide solution, dissolved in an organic solvent, to a bis(trichloromethyl)carbonate solution; (2) slowly heating the mixture to a high temperature of 60-180 DEG C, and at the temperature, completely dropwise adding the rest of the bis(trichloromethyl)carbonate to the solution in the step (1) within 0.5-5 h, and then continuously performing the reaction for 1-6 h, after the reaction is finished, recycling the organic solvent, and performing pressure-reduced distillation to the organic solvent to prepare the aryl formyl isocyanate. The method overcome the problems of poor safety and high investment cost due to use of oxalyl chloride or carbonyl chloride in the prior art. The method has reasonable processes, is environment-friendly, low-cost, safe and reliable, is high in yield of the aryl formyl isocyanate, is low in generation of waste water, waste gas and solid wastes, and is suitable for industrial production.

Investigation of novel pesticides with insecticidal and antifungal activities: Design, synthesis and SAR studies of benzoylpyrimidinylurea derivatives

In order to find pesticides with insecticidal and antifungal activities, a series of novel benzoyl pyrimidinylurea derivatives were designed and synthesized. All target compounds were identified by 1H-NMR spectroscopy and HRMS. Insecticidal and antifungal activity of these compounds were evaluated and the structure-activity relationships (SAR) were clearly and comprehensively illustrated. Compound 7, with low toxicity to zebrafish (LC50 = 378.387 μg mL?1) showed 100% inhibition against mosquito (Culex pipiens pallens) at 0.25 μg mL?1. Both compounds 19 and 25 exhibited broad-spectrum fungicidal activity (>50% inhibitory activities against 13 phytopathogenic fungi), which were better than those of the commercial pesticide pyrimethanil (>50% inhibitory activities against eight phytopathogenic fungi). Furthermore, compounds 19 and 25 exhibited protective activity against Sclerotinia sclerotiorum on leaves of Brassica oleracea L. during in vivo experiments.