191925-66-3

Basic information

• Product Name: Ethanone, 1-(2-phenyl-5-oxazolyl)-
• CAS NO: 191925-66-3
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Mol File: 191925-66-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(2-phenyl-5-oxazolyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2-phenyl-5-oxazolyl)-(191925-66-3)
• EPA Substance Registry System: Ethanone, 1-(2-phenyl-5-oxazolyl)-(191925-66-3)

Safety Data

• Hazardous Substances Data: 191925-66-3(Hazardous Substances Data)

Upstream product

• 55-21-0 benzamide 
• 91157-98-1 2-chloro-1,1-dimethoxybutan-3-one 
• 78191-00-1 N-Methoxy-N-methylacetamide 
• 92629-11-3 5-bromo-2-phenyl-1,3-oxazole 

Relevant articles and documents

Competing Pathways in the Azomethine Ylide Route to Indoloquinones: An Improved Procedure for the Generation of a Transient 4-Oxazoline from the Oxazolium Salt

Azomethine ylide generation from the oxazolium salt 22 and PhSiH3/CsF affords complex products derived from the initial cycloadduct 23 via three competing pathways. Colorless intermediates 24-27 have been detected, and their oxidation products 10, 28, and 29 have been identified. Nucleophilic activation of the oxazolium salt 22 is reported using the organic-soluble benzyltrimethylammonium cyanide. This variation affords the unstable cycloadduct 32, which undergoes aromatization via a single pathway involving 24 and 27, and DDQ oxidation gives the indoloquinone 10 in an improved 63% yield. Lower yields using PhSiH3/CsF or NaCN activation methods are attributed to the heterogeneous conditions and interception of the azomethine ylide by unreacted oxazolium salt.