20662-92-4

Basic information

• Product Name: 2-Methyl-4-phenyl-5-methyloxazole
• Synonyms: 2,5-Dimethyl-4-phenyloxazole;2-Methyl-4-phenyl-5-methyloxazole
• CAS NO: 20662-92-4
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21
• Mol File: 20662-92-4.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 255-258 °C
• Appearance: /
• Density: 1.088 g/cm3(Temp: 25 °C)
• PKA: 2.52±0.10(Predicted)
• CAS DataBase Reference: 2-Methyl-4-phenyl-5-methyloxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-phenyl-5-methyloxazole(20662-92-4)
• EPA Substance Registry System: 2-Methyl-4-phenyl-5-methyloxazole(20662-92-4)

Safety Data

• Hazardous Substances Data: 20662-92-4(Hazardous Substances Data)

Upstream product

• 2835-06-5 phenylglycin 
• 75-05-8 acetonitrile 
• 103-79-7 1-phenyl-acetone 
• 108-24-7 acetic anhydride 
• 1160169-35-6 1-(3-methyl-2-phenyl-2H-azirin-2-yl)ethanone 
• 591-50-4 iodobenzene 
• 2248-46-6 ethyl 2,2-difluoro-2-phenylacetate 
• 29548-91-2 1-phenyl-1,1-difluoropropan-2-one 
• 29548-92-3 1,1-difluoro-1-phenylpropan-2-ol 
• 2157-50-8 propiophenone oxime 
• 144-55-8 sodium hydrogencarbonate 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 50874-15-2 1-phenylprop-2-ynyl-1-amine 
• 591-51-5 phenyllithium 

Downstream Products

• 89149-91-7 5-bromomethyl-4-phenyl-2-methyloxazole 
• 76346-80-0 (E)-2-(2-Phenylvinyl)-4-methyl-5-phenyloxazole 
• 76346-81-1 (Z)-2-(2-Phenylvinyl)-4-methyl-5-phenyloxazole 
• 1575-95-7 N-acetylbenzamide 
• 76346-92-4 2-(3-Butenyl)-4-methyl-5-phenyloxazole 
• 76346-79-7 2-<(Trimethylsilyl)methyl>-4-methyl-5-phenyloxazole 

Relevant articles and documents

Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles

The synthesis of 1,3-oxazoles from symmetrical and unsymmetrical alkynes was realized by an iodonium cation-pool electrolysis of I2 in acetonitrile with a well-defined water content. Mechanistic investigations suggest that the alkyne reacts with the acetonitrile-stabilized I+ ions, followed by a Ritter-type reaction of the solvent to a nitrilium ion, which is then attacked by water. The ring closure to the 1,3-oxazoles released molecular iodine, which was visible by the naked eye. Also, some unsymmetrical internal alkynes were tested and a regioselective formation of a single isomer was determined by two-dimensional NMR experiments.

Base-Promoted Cycloisomerization for the Synthesis of Oxazoles and Imidazoles

Treatment of propargylamides or propargylamidines with cesium carbonate in DMSO results in the formation of the corresponding oxazoles or imidazoles in good yields. A large variety of substrates with various functional groups are tolerated. DFT study on a model substrate reveals that the reactions proceed via a sequence involving allene formation, intramolecular cyclization, and double-bond isomerization.

Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles

The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and Tf2NH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.