20662-90-2

Basic information

• Product Name: 2-Methyl-4-phenyloxazole
• Synonyms: 2-Methyl-4-phenyloxazole
• CAS NO: 20662-90-2
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18500
• Mol File: 20662-90-2.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 265.5oC at 760 mmHg
• Flash Point: 104.6oC
• Appearance: /
• Density: 1.082g/cm3
• Vapor Pressure: 0.015mmHg at 25°C
• Refractive Index: 1.539
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Methyl-4-phenyloxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-phenyloxazole(20662-90-2)
• EPA Substance Registry System: 2-Methyl-4-phenyloxazole(20662-90-2)

Safety Data

• Hazardous Substances Data: 20662-90-2(Hazardous Substances Data)

Usage

Description

2-Methyl-4-phenyloxazole is a heterocyclic aromatic organic compound with the molecular formula C10H9NO. It is derived from oxazole and is substituted with a methyl group at the 2-position and a phenyl group at the 4-position. This yellow solid at room temperature is sparingly soluble in water but soluble in organic solvents. Its diverse applications in chemistry and biology make it an important compound.

Uses

Used in Pharmaceutical Industry:
2-Methyl-4-phenyloxazole is used as a building block for the synthesis of pharmaceuticals due to its potential pharmacological activities. It serves as a key component in the development of new drugs, contributing to the advancement of medicine.
Used in Agrochemical Industry:
In the agrochemical industry, 2-Methyl-4-phenyloxazole is utilized as a building block in the synthesis of agrochemicals. Its incorporation into these products aids in the development of effective solutions for agricultural challenges.
Used as an Antimicrobial Agent:
2-Methyl-4-phenyloxazole is employed as an antimicrobial agent, leveraging its potential to combat various microorganisms. This application is crucial for both medical and environmental purposes, contributing to the control of infections and the preservation of health.
Used as a Ligand for Metal Ions:
2-Methyl-4-phenyloxazole also serves as a ligand for metal ions, playing a significant role in various chemical reactions and processes. Its ability to bind with metal ions allows for the creation of new compounds and materials with specific properties and applications.

InChI:InChI=1/C10H9NO/c1-8-11-10(7-12-8)9-5-3-2-4-6-9/h2-7H,1H3

Upstream product

• 2243-35-8 2-acetoxyacetophenone 
• 57957-24-1 N-(1-phenylvinyl)acetamide 
• 613-91-2 acetophenone oxime 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 536-74-3 phenylacetylene 
• 75-05-8 acetonitrile 
• 1067-33-0 dibutyltin diacetate 
• 591-50-4 iodobenzene 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 129973-51-9 2,2-difluoro-2-phenylethan-1-ol 
• 420-16-6 acetonitrile boron trifluoride complex 
• 1338062-05-7 4-methyl-N-[(2-propoxyphenyl)-λ³-iodanylidene]benzenesulfonamide 
• 177750-10-6 N-(1-(4-methoxy)phenylethyl)acetamide 
• 750639-06-6 C₁₅H₁₁F₃IO₃S⁽¹⁺⁾*CF₃O₃S^(1-) 

Downstream Products

• 13739-48-5 2-methyl-4-phenyl-imidazole 
• 20662-93-5 5-bromo-2-methyl-4-phenyloxazole 
• 79965-75-6 2-methyl-4-(4-nitro-phenyl)-oxazole 
• 65-85-0 benzoic acid 
• 85917-36-8 1-Phenyl-2-(4-phenyl-oxazol-2-yl)-ethanol 
• 20662-92-4 2,5-dimethyl-4-phenyloxazole 
• 214778-19-5 2-ethyl-4-phenyloxazole 
• 855841-59-7 2-ethyl-5-methyl-4-phenyloxazole 

Relevant articles and documents

Metal-Free [2+2+1] annulation of alkynes, nitriles and nitrogen atoms from iminoiodanes for synthesis of highly substituted imidazoles

Boron trifluoride nitrile complexes promote oxidative [2+2+1] annulations of alkynes, nitriles and N-atoms from iminoiodanes to give the corresponding 2,4-disubstituted and 2,4,5-trisubstituted N-tosylimidazoles in moderate to good yields with high regios

Hypervalent iodane mediated reactions of: N -acetyl enamines for the synthesis of oxazoles and imidazoles

A hypervalent iodane reagent used for the intramolecular cyclization of N-acetyl enamines and intermolecular cyclocondensation of enamines and nitriles was investigated. The reaction was performed under mild conditions and gave oxazoles and imidazoles, respectively, in moderate to excellent yields. This transformation exhibits good reactivity, selectivity and functional group tolerance. The selectivity of the intra- or intermolecular reaction is dependent on the structure of N-acetyl enamines.

Lewis acid-mediated defluorinative [3+2] cycloaddition/aromatization cascade of 2,2-difluoroethanol systems with nitriles

The properties of C?F bonds, including high thermal and chemical stability, make derivatization of organic fluorine-containing compounds by the activation of the C?F bond and subsequent functionalization quite challenging. We herein report a Lewis acid-mediated defluorinative cycloaddition/aromatization cascade of 2,2-difluoroethanols with nitriles as a novel synthetic method for the preparation of 2,4,5-trisubstituted oxazoles. This reaction, which involves cleavage of two C?F bonds and the consecutive formation of C?O and C?N bonds in a one-pot fashion, features a broad substrate scope and moderate to high reaction yields. Mechanistic studies revealed that the reaction is initiated by the Lewis acid-mediated ring closure of the 2,2-difluoroethanol to produce the fluoroepoxide intermediate. (Figure presented.).