3164-13-4

Basic information

• Product Name: 2-(4-BROMO-PHENYL)-BENZOOXAZOLE
• Synonyms: CHEMBRDG-BB 4010236;2-(4-BROMO-PHENYL)-BENZOOXAZOLE;2-(4-bromophenyl)-1,3-benzoxazole(SALTDATA: FREE);2-(4-Bromophenyl)-1,3-benzoxazole;2-(p-Bromophenyl)benzoxazole;Benzoxazole,2-(4-bromophenyl)-
• CAS NO: 3164-13-4
• Molecular Formula: C₁₃H₈BrNO
• Molecular Weight: 274.11272
• Mol File: 3164-13-4.mol
• Article Data: 123

Chemical Properties

• Melting Point: 158-159℃
• Boiling Point: 339℃
• Flash Point: 159℃
• Appearance: /
• Density: 1.514
• Vapor Pressure: 0.000185mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Toluene
• PKA: 0.88±0.10(Predicted)
• CAS DataBase Reference: 2-(4-BROMO-PHENYL)-BENZOOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-BROMO-PHENYL)-BENZOOXAZOLE(3164-13-4)
• EPA Substance Registry System: 2-(4-BROMO-PHENYL)-BENZOOXAZOLE(3164-13-4)

Safety Data

• Hazardous Substances Data: 3164-13-4(Hazardous Substances Data)

Usage

Physical Form

Solid

Uses

2-(4-Bromo-Phenyl)-Benzooxazole (cas# 3164-13-4) is a useful research chemical.

InChI:InChI=1/C13H8BrNO/c14-10-7-5-9(6-8-10)13-15-11-3-1-2-4-12(11)16-13/h1-8H

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 95-55-6 2-amino-phenol 
• 273-53-0 benzoxazole 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 41018-52-4 (4-bromophenyl)-λ³-iodanediyl diacetate 
• 589-87-7 1,4-bromoiodobenzene 
• 2789-89-1 1,2-bis(4-bromophenyl)acetylene 
• 13667-12-4 1-bromo-4-phenylethynylbenzene 
• 586-76-5 4-Bromobenzoic acid 
• 98-80-6 phenylboronic acid 
• 4846-21-3 O-phenylhydroxylamine 
• 64908-64-1 2-phenoxyisoindol-1,3-dione 
• 1268386-95-3 C₁₃H₁₀BrNO 
• 201230-82-2 carbon monoxide 

Downstream Products

• 225100-45-8 2-<4-(3-hydroxy-3-methylbutyne-1-yl)phenyl>benzoxazole 
• 1271754-01-8 C₄₅H₂₉N₃O₂ 
• 1196685-69-4 2,2'-[2,4'-bipyridine-5,6-diylbis(biphenyl-4,4'-diyl)]bisbenzoxazole 
• 1196685-73-0 2,2'-[2-(bipyridin-2-yl)pyridine-5,6-diylbis(biphenyl-4,4'-diyl)]bisbenzoxazole 

Relevant articles and documents

Tertiary amine derivatives and organic electroluminescent device including the same

A UV-region high-energy external light source is effectively absorbed to minimize damage to organic materials in the organic electroluminescent device. 1 Is a cross-sectional view of an organic electroluminescence device according to the present invention. O-2 electrode 1 Or more organic material layers disposed between the (2) and (1) th electrodes. A capping layer is included. The organic material layer and/or the capping layer may include the 1 st amine derivative represented by Formula 3. Chemical Formula 1. Wherein each substituent in Formula 1 is as defined in the description of the invention.

A TEMPO-Functionalized Ordered Mesoporous Polymer as a Highly Active and Reusable Organocatalyst

The properties of high stability, periodic porosity, and tunable nature of ordered mesoporous polymers make these materials ideal catalytic nanoreactors. However, their application in organocatalysis has been rarely explored. We report herein for the first time the incorporation of a versatile organocatalyst, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO), into the pores of an FDU-type mesoporous polymer via a pore surface engineering strategy. The resulting FDU-15-TEMPO possesses a highly ordered mesoporous organic framework and enhanced stability, and shows excellent catalytic activity in the selective oxidation of alcohols and aerobic oxidative synthesis of 2-substituted benzoxazoles, benzimidazoles and benzothiazoles. Moreover, the catalyst can be easily recovered and reused for up to 7 consecutive cycles.

An efficient rapid synthesis of benzoxazoles and benzothiazoles using pma.Sio2 at room temperature under heterogeneous conditions

Treatment of 2-aminophenol (or 2-aminothiophenol) with aromatic aldehydes in the presence of phosphomolybdic acid on silica at room temperature affords the corresponding benzoxazoles (or benzothiazoles) in excellent yields (88-96%) under heterogeneous conditions. Benzoxazoles and benzothiazoles are formed in less than 10 min.

Dowex 50W: A green mild reusable catalyst for the synthesis of 2-aryl benzoxazole derivatives in aqueous medium

In this work simple efficient, one pot and environmentally friendly method was developed for the synthesis of 2-Aryl-1H-benzoxazole derivatives at 80oC using ortho-aminophenol and various aldehydes. It has been found that Dowex 50W is an effective catalyst to prepare moderate to high yield of a variety of benzoxazole derivatives through a clean and simple process. Aqueous medium, green methodology, rapid reaction, reusability of heterogeneous catalyst are the great advantages of this protocol.

Heterogeneous palladium (II)-complexed dendronized polymer: A rare palladium catalyst for the one-pot synthesis of 2-arylbenzoxazoles

The palladium complex of dendronized amine polymer (EG–Gn–Pd, n = 0, 1 and 2) having ethylene glycol-initiated polyepichlorohydrin as core was synthesized on a Merrifield resin support and was well characterized. Generally, palladium catalysts are known for carbon–carbon coupling reactions. Here, a developed catalyst was found to be good for benzoxazole synthesis. Higher generation dendronized polymer (EG–G2–Pd) was found to be better catalyst over lower generation dendronized polymers. Moreover, dendronized polymers were found to be a better catalyst over dendrigraft polymers. The catalyst reusability was checked and good yield was obtained for five cycles.

Syntheses, characterization, and catalytic potential of novel vanadium and molybdenum Schiff base complexes for the preparation of benzimidazoles, benzoxazoles, and benzothiazoles under thermal and ultrasonic conditions

A new ONO-tridentate Schiff base ligand (H2L) derived from 3-methoxysalicylaldehyde and nicotinic hydrazide was synthesized and characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, UV–Vis, and powder XRD studies. Then, oxovanadium(V) and dioxomolybdenum(VI) Schiff base complexes, VOL and MoO2L, were also prepared and characterized by different techniques. Moreover, the catalytic activities of both complexes were investigated for the synthesis of benzimidazoles, benzoxazoles, and benzothiazoles under reflux conditions as well as through ultrasonic irradiation. The results revealed several advantages of this procedure, including high product yields, short reaction times, facile work-up procedure, simplicity in operation, eco-friendly reaction conditions, and green aspects by avoiding toxic catalysts and solvents. Graphic abstract: [Figure not available: see fulltext.]

4-benzo five-membered ring-phenyl ketoxime ester compound as well as preparation method and application thereof

The invention discloses a 4-benzo five-membered ring- phenyl ketoxime ester compound as well as a preparation method and application thereof. The invention relates to a 4-benzo five-membered ring-phenyl oxime ester derivative shown as a formula (I), a photocuring composition and a preparation method of the 4-benzo five-membered ring-phenyl ketoxime ester derivative shown as the formula (I). The 4-benzo five-membered ring-phenyl ketoxime ester derivative molecule represented by the formula (I) has the advantages of red shift of absorption wavelength, good photoinitiation efficiency, simple synthesis steps, and wide application prospect in the field of UV-Vis-LED excitable photocureable coating or ink industrialization.

Photocatalytic green synthesis of benzazoles from alcohol oxidation/toluene sp3C-H activation over metal-free BCN: effect of crystallinity and N-B pair exposure

Porous borocarbonitride (P-BCN), with the characteristics of enhanced crystallinity and improved N-B pair exposure, was prepared with a simple KCl-assisted molten salt strategy. Efficient heterogeneous photocatalytic tandem synthesis of benzazoles from alcohol oxidation/toluene sp3C-H activation was achieved firstly over the metal-free P-BCN using visible light and the green oxidant O2, with only water as a by-product. Variouso-thio/hydroxy/aminoanilines and alcohols or toluenes could be converted to the corresponding 2-substituted benzothiazoles, benzoxazoles and benzimidazoles with good to excellent photocatalytic performance. The improved photocatalytic performance in comparison to bulk BCN should be due to the crystallinity-enhancement-induced improvement in charge separation and transmission. The increased N-B pair exposure promoted superoxide radical generation due to the electron-enriched N atoms, as well as improved oxidation ability due to the valence band constructed by the B 2p orbital. This work presents a green and efficient synthetic strategy towards benzazoles and other fine chemicalsviametal-free heterogeneous photocatalysis.

Delivering 2-Aryl Benzoxazoles through Metal-Free and Redox-Neutral De-CF3Process

An unexpected cleavage of the Csp3-CF3 bond of CF3-hydrobenzoxazoles has been disclosed, affording a range of 2-aryl benzoxazoles under metal-free and redox-neutral conditions. This transformation has demonstrated broad substrate scope and good compatibility of functional groups. 2-Aryl benzothiazole and 2-aryl benzoimidazole could be smoothly assembled in the same manner. On the basis of preliminary mechanistic studies, base initiated and aromatization driven β-carbon elimination was considered to be the key step for the formation of 2. This reaction offers an alternative, facile, and sustainable route to access important 2-aryl benzoxazole motifs.

Acetyl nitrate mediated conversion of methyl ketones to diverse carboxylic acid derivatives

The development of a novel acetyl nitrate mediated oxidative conversion of methyl ketones to carboxylic acid derivatives is described. By analogy to the haloform reaction and supported by experimental and computational investigation we propose a mechanism for this transformation.