174150-58-4

Basic information

• Product Name: 2-BENZOYLOXAZOLE
• Synonyms: oxazol-2-yl-phenyl-methanone
• CAS NO: 174150-58-4
• Molecular Formula: C₁₀H₇NO₂
• Molecular Weight: 173.17
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Oxazoles
• Mol File: 174150-58-4.mol

Chemical Properties

• Boiling Point: 300.7°Cat760mmHg
• Flash Point: 135.7°C
• Appearance: /
• Density: 1.206g/cm³
• Vapor Pressure: 0.0011mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 2-BENZOYLOXAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZOYLOXAZOLE(174150-58-4)
• EPA Substance Registry System: 2-BENZOYLOXAZOLE(174150-58-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 174150-58-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2-Benzyloxazole is used as a building block for the synthesis of various biologically active compounds, contributing to the development of new drugs and agrochemicals. Its presence in these compounds enhances their therapeutic and pesticidal properties, respectively.
Used in Antimicrobial Applications:
2-Benzyloxazole is employed as an antimicrobial agent, effectively inhibiting the growth of various microorganisms. Its incorporation into different products can help prevent microbial contamination and maintain cleanliness.
Used in Anti-Inflammatory Applications:
Due to its anti-inflammatory properties, 2-Benzyloxazole can be used in the development of anti-inflammatory drugs or formulations, providing relief from inflammation and associated symptoms.
Used in Bioimaging:
2-Benzyloxazole serves as a fluorescent probe in bioimaging, allowing researchers to visualize and study biological processes at the molecular level. Its fluorescence properties enable the tracking of specific biomolecules or cellular structures, facilitating advancements in biological research.
Used in Dyes and Pigments Manufacturing:
As a component in the production of dyes and pigments, 2-Benzyloxazole contributes to the development of new colorants with improved properties, such as enhanced stability, brightness, and colorfastness. Its incorporation into dyes and pigments can be utilized in various industries, including textiles, plastics, and printing inks.

InChI:InChI=1/C10H7NO2/c12-9(10-11-6-7-13-10)8-4-2-1-3-5-8/h1-7H

Upstream product

• 50-00-0 formaldehyd 
• 98-88-4 benzoyl chloride 
• 125533-82-6 2-bromooxazole 
• 201230-82-2 carbon monoxide 
• 780-69-8 triethoxyphenylsilane 
• 288-42-6 oxazol 

Downstream Products

• 1237776-32-7 2-(1-phenylethyl)oxazole 
• 1163126-46-2 1-(2-fluoro-4-nitrophenyl)-4-(oxazol-2-yl(phenyl)methyl)piperazine 

Relevant articles and documents

Photoenzymatic Hydrogenation of Heteroaromatic Olefins Using ‘Ene’-Reductases with Photoredox Catalysts

Flavin-dependent ‘ene’-reductases (EREDs) are highly selective catalysts for the asymmetric reduction of activated alkenes. This function is, however, limited to enones, enoates, and nitroalkenes using the native hydride transfer mechanism. Here we demonstrate that EREDs can reduce vinyl pyridines when irradiated with visible light in the presence of a photoredox catalyst. Experimental evidence suggests the reaction proceeds via a radical mechanism where the vinyl pyridine is reduced to the corresponding neutral benzylic radical in solution. DFT calculations reveal this radical to be “dynamically stable”, suggesting it is sufficiently long-lived to diffuse into the enzyme active site for stereoselective hydrogen atom transfer. This reduction mechanism is distinct from the native one, highlighting the opportunity to expand the synthetic capabilities of existing enzyme platforms by exploiting new mechanistic models.

The new method of the preparation of oxazole derivatives

The invention particularly relates to a method for synthesizing oxazole derivative, belonging to the field of synthesis of heterocyclic compounds. The technical scheme is as follows: the method comprises the following steps: reacting the raw material tosyl methyl isonitrile derivative disclosed as Formula (I) with acyl chloride disclosed as Formula (II) to obtain alpha-ketoimine chloride disclosed as Formula (III); and reacting the intermediate alpha-ketoimine chloride disclosed as Formula (III) with aldehyde (IV) in the presence of a protonic solvent and alkali to obtain 2-substituted oxazole (V). Compared with the prior art, the method uses cheap and accessible raw materials, avoids using the catalyst, lowers the cost, reduces the environmental pollution, has the advantage of mild reaction conditions, and is simple to operate and beneficial to industrial production.

Carbonylative Hiyama coupling of aryl halides with arylsilanes under balloon pressure of CO

An efficient protocol has been developed for the carbonylative Hiyama coupling of aryl halides using the cesium fluoride as a promoter by palladium-catalyzed in NMP. This protocol was applied to a wide variety of functionalized and hindered aryl iodides and bromides with arylsilanes, to afford the desired biaryl ketones in good to excellent yields.

DMAP-catalyzed regel-type direct C-2 (Hetero)aroylation of oxazoles and thiazoles derivatives with acid chlorides

A Regel-type transition-metal-free direct C-2 aroylation of (benzo)oxazoles, (benzo)thiazoles and 1,3,4-oxadiazoles with acid chlorides catalyzed by N,N-dimethyl-4-aminopyridine (DMAP) is described. This methodology is effective with several aroyl and het

Regioselective functionalization of the oxazole scaffold using TMP-bases of Mg and Zn

A general method for the synthesis of 2,4,5-trisubstituted oxazoles has been developed. Starting from commercially available oxazole, successive metalations using TMPMgCl·LiCl or TMPZnCl·LiCl led to the corresponding magnesiated or zincated species which

Acylation of oxazoles by the copper-mediated reaction of oxazol-2-ylzinc chloride derivatives

C-2 acylation of oxazole derivatives is accomplished by reaction of oxazol-2-ylzinc chloride reagents with acid chlorides in the presence of cuprous iodide. O-acylated vinylisonitriles, which are the sole product from the corresponding reaction employing