2866-43-5

Basic information

• Product Name: Fluorescent Brightener 185
• Synonyms: 2,2'-(2,5-thiophenediyl)bis-benzoxazole;2,5-di(benzoxazol-2-yl)thiophene;2,5-Bis(2-benzoxazolyl)thiophene;fluorescent brightener 185;C.I. Fluorescent Brightener 172;c.i. 515240;2,2'-thiophene-2,5-diylbis(benzoxazole);Benzoxazole, 2,2-(2,5-thiophenediyl)bis-
• CAS NO: 2866-43-5
• Molecular Formula: C₁₈H₁₀N₂O₂S
• Molecular Weight: 318.35
• EINECS: 220-685-1
• Product Categories: Industrial/Fine Chemicals
• Mol File: 2866-43-5.mol

Chemical Properties

• Melting Point: 216-220°C
• Boiling Point: 466.4 °C at 760 mmHg
• Flash Point: 235.9 °C
• Appearance: light yellow crystalline or bright blue fluorescence powder
• Density: 1.385
• Vapor Pressure: 1.98E-08mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 1.27±0.10(Predicted)
• Water Solubility: 9.551ug/L(25 oC)
• CAS DataBase Reference: Fluorescent Brightener 185(CAS DataBase Reference)
• NIST Chemistry Reference: Fluorescent Brightener 185(2866-43-5)
• EPA Substance Registry System: Fluorescent Brightener 185(2866-43-5)

Safety Data

• Hazardous Substances Data: 2866-43-5(Hazardous Substances Data)

Usage

Uses

Used in Laundry Detergents:
Fluorescent Brightener 185 is used as a whitening agent in laundry detergents to improve the appearance of washed textiles. It helps in making the fabrics appear brighter and whiter by masking their yellowish tint.
Used in Paper Industry:
In the paper industry, Fluorescent Brightener 185 is used as a brightening agent to enhance the whiteness and brightness of paper products. It contributes to the overall aesthetic appeal and quality of the paper.
Used in Plastics:
Fluorescent Brightener 185 is also used in the plastics industry as an additive to improve the appearance of plastic materials. It helps in making the plastics appear brighter and whiter, enhancing their visual appeal.
Overall, Fluorescent Brightener 185 is a versatile fluorescent whitening agent that is widely used across various industries to improve the visual appeal and brightness of consumer products, ensuring a higher quality and more attractive appearance.

InChI:InChI=1/C18H10N2O2S/c1-3-7-13-11(5-1)19-17(21-13)15-9-10-16(23-15)18-20-12-6-2-4-8-14(12)22-18/h1-10H

Upstream product

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• 4282-31-9 Thiophene-2,5-dicarboxylic acid 
• 95-55-6 2-amino-phenol 
• 3857-36-1 thiophene-2,5-dicarbonyl dichloride 
• 932-95-6 2,5-thiophenedicarboxaldehyde 
• 88-75-5 2-hydroxynitrobenzene 

Relevant articles and documents

Stable Pd(0) Complexes with Ferrocene Bisphosphanes Bearing Phosphatrioxaadamantyl Substituents Efficiently Catalyze Selective C-H Arylation of Benzoxazoles by Aryl Chlorides

Versatile applications and unique performance of 1,1’-bis(diphenylphosphanyl)ferrocene (dppf) in coordination chemistry and catalysis prompted the search for its analogs. This contribution describes the synthesis of the first donor-unsymmetric dppf congeners bearing bulky and rigid 1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphaadamantyl (CgP) donor groups, viz. Ph2PfcPCg (1) and Ph2PfcCH2PCg (2; fc=ferrocene-1,1’-diyl). Bis-phosphanes 1 and 2 were converted into air-stable Pd(0) complexes, [Pd(ma)(L^L)] (L^L=1 and 2; ma=maleic anhydride). Together with [Pd(ma)(dppf)], these complexes were applied as catalysts in Pd-catalyzed C?H arylation of benzoxazoles with aryl chlorides in n-butanol as an environmentally benign solvent. Among all catalysts tested in this study, complex [Pd(ma)(2)] performed the best, providing a high-yield and selective synthesis of 2-arylbenzoxazoles from a range of the generally less reactive chloroarenes at low catalyst loading (typically 1 mol.%). Under similar conditions, the structurally related heterocycles (e. g., 1-methylbenzimidazole and benzothiazole) did not react.

BENZOXAZOLE DERIVATIVES AND FLUORESCENT MATERIAL COMPRISING THE SAME

A benzoxazole derivative represented by Structural Formula 1 is provided. Thus, the present invention is not limited thereto. A fluorescent material is provided to remarkably improve fluorescence yield, to have excellent dyeing property and dispersibility, to minimize environmental pollution and to improve economic feasibility. Structural 1.

BENZOXAZOLE DERIVATIVES AND FLUORESCENT MATERIAL COMPRISING THE SAME

The present invention relates to a benzoxazole derivative represented by structural formula 1. Accordingly, it is possible to provide a fluorescent material which has a significantly improved fluorescence yield, has excellent dyeability and dispersibility, minimizes environmental pollution by reducing the amount of use, and also can improve economic efficiency.COPYRIGHT KIPO 2020

One-pot formic acid dehydrogenation and synthesis of benzene-fused heterocycles over reusable AgPd/WO2.72 nanocatalyst

Using nanoparticles (NPs) to catalyze multiple chemical reactions in one-pot and to achieve high-yield syntheses of functional molecules/materials is an important direction in NP chemistry, catalysis and applications. In this article, we report a nanocomposite of AgPd NPs anchored on WO2.72 nanorods (NRs) (denoted as AgPd/WO2.72) as a general catalyst for formic acid dehydrogenation and transfer hydrogenation from Ar-NO2 to Ar-NH2 that further reacts with aldehydes to form benzene-fused heterocyclic compounds. The AgPd/WO2.72 catalysis is Ag/Pd dependent and Ag48Pd52 is the most active composition for the multiple chemical reactions. The high activity of AgPd/WO2.72 arises from strong interfacial interaction between AgPd and WO2.72, resulting in AgPd lattice expansion and electron polarization from AgPd to WO2.72. The syntheses proceed in one-pot reactions among formic acid, 2-nitrophenol (or 2-nitroaniline, or 2-nitrothiophenol) and aldehydes in dioxane/water (2/1 v/v) at 80-90 °C, leading to one-pot syntheses of benzoxazoles, benzimidazoles and benzothiazoles that are key ring structures present in functional compounds for pharmaceutical, optical and polymer applications.

Direct multiple C-H bond arylation reaction of heteroarenes catalyzed by cationic palladium complex bearing 1,10-phenanthroline

A cationic palladium complex bearing 1,10-phenanthroline ligand is found to catalyze direct C-H arylation reactions of heteroarenes with aryl iodides to give mono-, di-, or tri-arylated products selectively. The Royal Society of Chemistry.

SMALL MOLECULE INHIBITORS OF PLASMODIUM FALCIPARUM DIHYDROOROTATE DEHYDROGENASE

Inhibitors of dihydroorotate dehydrogenase (DHODH) for the Plasmodium enzyme have been identified and characterized. The inhibitors have high specificity, submicromolar efficacy against cultured parasite strains, exhibit drug-like properties, and are not overtly cytotoxic.

Direct arylation of oxazole and benzoxazole with aryl or heteroaryl halides using a palladium-diphosphine catalyst

Through the use of PdCl(dppb)(C3H5) as a catalyst, a range of aryl bromides and chlorides undergoes coupling via C-H bond activation/functionalization reaction with oxazole or benzoxazole in good yields. This air-stable catalyst can be used at low loadings with several substrates. Surprisingly, better results in terms of substrate/catalyst ratio were obtained in several cases using electron-excessive aryl bromides than with the electron-deficient ones. This seems to be mainly due to the relatively low thermal stability of some of the 2-arylbenzoxazoles formed with electron-deficient aryl halides. With these substrates, in order to obtain higher yields of product, the reactions had to be performed at a lower temperature (100-120 °C) using a larger amount of catalyst. On the other hand, in the presence of the most stable products, the reactions were performed at 150 °C using as little as 0.2 mol% catalyst. Arylation of benzoxazole with heteroaryl bromides also gave the coupling products in moderate to high yields using 0.2-5 mol% catalyst. With this catalyst, electron-deficient aryl chloride such as 4-chlorobenzonitrile, 4-chloroacetophenone or 2-chloronitrobenzene have also been used successfully.

Palladium-catalysed direct C-H activation/arylation of heteroaromatics: An environmentally attractive access to bi- or polydentate ligands

Bi- or polydentate ligands based on heterocycles can be easily prepared by palladium-catalysed C-H bond activation of heteroaromatics followed by heteroarylation with heteroaryl bromides. A variety of heteroaromatics such as furans, thiophenes, pyridines, thiazoles or oxazole derivatives have been employed and moderate to good yields were generally obtained using the air-stable complex [PdCl(dppb)(C3H5)] as catalyst. A range of functions such as acetyl, formyl, ester or nitrile on the heteroaromatics is tolerated. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Process for the preparation of bis-benzazolyl compounds

The present invention provides a process for the preparation of a compound of formula (I) wherein Y represents —O—, —S— or —N(R2)—, R2 being hydrogen, C1-C10alkyl or aralkyl; Z represents a 2,5-furanyl, 2,5-thiophenyl, 4,4′-stilbenyl or a 1,2-ethyleny residue and R1 represents hydrogen, halogen, C1-C10alkoxyl, cyano, COOM or SO3M, M being hydrogen or an alkaline or alkaline earth metal, characterized by reacting a compound of formula (II) with a dicarboxylic acid of formula (III): HOOC-Z-COOH, or an ester thererof, Y, Z and R1 being as previously defined, in N-methylpyrrolidone or N,N-dimethylacetamide, in the presence of an acidic catalyst and, optionally, in the presence of a secondary solvent capable of removing water from the reaction mixture, which are useful as optical whitening agents for natural and synthetic materials.

Eine einfache Methode zur Herstellung von Benzoxazolen

The preparation of benzoxazoles by a facile one-pot reaction is reported.The reaction of carboxylic acids with 2-chloro-N-methyl-Δ1-pyrrolinium chloride in an excess of N-methyl-2-pyrrolidone afforded carboxylic acid chlorides which were converted subsequently to their 2-hydroxyanilides by addition of 2-aminophenols.Cyclization of the 2-hydroxy-anilides at elevated temperatures furnished the benzoxazoles in high yield and purity.