91567-58-7

Basic information

• Product Name: 4,5-dimethyl-2-(4-nitrophenyl)-3,6-dihydro-2H-[1,2]-oxazine
• Synonyms: 4,5-dimethyl-2-(4-nitrophenyl)-3,6-dihydro-2H-[1,2]-oxazine
• CAS NO: 91567-58-7
• Molecular Weight: 234.255
• Mol File: 91567-58-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4,5-dimethyl-2-(4-nitrophenyl)-3,6-dihydro-2H-[1,2]-oxazine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dimethyl-2-(4-nitrophenyl)-3,6-dihydro-2H-[1,2]-oxazine(91567-58-7)
• EPA Substance Registry System: 4,5-dimethyl-2-(4-nitrophenyl)-3,6-dihydro-2H-[1,2]-oxazine(91567-58-7)

Safety Data

• Hazardous Substances Data: 91567-58-7(Hazardous Substances Data)

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 4485-08-9 4-nitrosonitrobenzene 
• 100-25-4 para-dinitrobenzene 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 

Relevant articles and documents

Synthesis of 3,6-Dihydro-2H-[1, 2]-Oxazines from Nitroarenes and Conjugated Dienes, Catalyzed by Palladium/Phenanthroline Complexes and Employing Phenyl Formate as a CO Surrogate

Palladium/phenanthroline catalyzed reduction of nitroarenes by in situ-generated carbon monoxide, from the decomposition of phenyl formate, affords the corresponding nitrosoarenes. The latter are trapped by conjugated dienes to give the corresponding 3,6-dihydro-2H-[1, 2]-oxazines (hetero Diels-Alder adducts). Many functional groups are well tolerated. Yields are higher than those obtainable by any previously reported method, including the direct reaction of the diene with the pure nitrosoarene. The reaction can be performed in a single standard glass pressure tube, without the need for autoclaves or high-pressure CO lines.