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

General Description

2-Methyl-4-phenyloxazole is a chemical compound with the molecular formula C10H9NO. It is a heterocyclic aromatic organic compound, which is derived from oxazole and is substituted with a methyl group at the 2-position and a phenyl group at the 4-position. 2-Methyl-4-phenyloxazole has been studied for its potential pharmacological activities, including as an antimicrobial agent and as a ligand for metal ions. It is also used as a building block in the synthesis of pharmaceuticals and agrochemicals. 2-Methyl-4-phenyloxazole is a yellow solid at room temperature and is sparingly soluble in water, but soluble in organic solvents. It is important for its diverse applications in chemistry and biology.

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 
• 60-35-5 acetamide 
• 98-86-2 acetophenone 
• 6607-46-1 (1,2-dibromovinyl)benzene 
• 71022-74-7 (E)-1,2-diiodostyrene 
• 536-74-3 phenylacetylene 
• 57957-24-1 N-(1-phenylvinyl)acetamide 
• 75-05-8 acetonitrile 
• 3240-11-7 Phenylacetylene-d1 
• 130410-08-1 phenyl(phenylethynyl)iodonium triflate 
• 750639-06-6 C₁₅H₁₁F₃IO₃S⁽¹⁺⁾*CF₃O₃S^(1-) 
• 613-91-2 acetophenone oxime 
• 420-16-6 acetonitrile boron trifluoride complex 
• 1338062-05-7 4-methyl-N-[(2-propoxyphenyl)-λ³-iodanylidene]benzenesulfonamide 

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 
• 214778-19-5 2-ethyl-4-phenyloxazole 
• 20662-92-4 2,5-dimethyl-4-phenyloxazole 
• 1195985-48-8 5-chloro-2-methyl-4-phenyloxazole 
• 1195985-50-2 2-(bromomethyl)-5-chloro-4-phenyloxazole 
• 1195985-52-4 (R)-N-((5-chloro-4-phenyloxazol-2-yl)methyl)-1-phenylethanamine 
• 222622-39-1 (4S)-4,5-dihydro-2-methyl-4-phenyl-1,3-oxazole 
• 116173-81-0 (R)-2-methyl-4-phenyl-Δ²-oxazoline 

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.).