18450-12-9

Basic information

• Product Name: 2-Phenazinecarboxylic acid methyl ester
• Synonyms: 2-Phenazinecarboxylic acid methyl ester
• CAS NO: 18450-12-9
• Molecular Weight: 0
• Mol File: 18450-12-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Phenazinecarboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenazinecarboxylic acid methyl ester(18450-12-9)
• EPA Substance Registry System: 2-Phenazinecarboxylic acid methyl ester(18450-12-9)

Safety Data

• Hazardous Substances Data: 18450-12-9(Hazardous Substances Data)

Upstream product

• 36692-49-6 Methyl 3,4-diaminobenzoate 
• 583-53-9 2,3-dibromobenzene 
• 95-50-1 1,2-dichloro-benzene 
• 1305817-27-9 C₁₄H₁₃BrN₂O₂ 
• 1291531-04-8 C₁₄H₁₃ClN₂O₂ 
• 107920-17-2 5,10-dihydro-phenazine-2-carboxylic acid methyl ester 
• 95-54-5 1,2-diamino-benzene 
• 99769-19-4 [3-(methoxycarbonyl)phenyl]boronic acid 
• 1621867-55-7 methyl 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine-8-carboxylate 
• 20442-96-0 methyl 4-azidobenzoate 
• 77775-95-2 (E)-1-(3,5-dimethylphenyl)-2-phenyldiazene 
• 17082-12-1 trans-azobenzene 
• 18450-16-3 phenazine-2-carboxylic acid 
• 67-56-1 methanol 

Relevant articles and documents

An umpolung strategy for rapid access to thermally activated delayed fluorescence (TADF) materials based on phenazine

Herein, Ag(I)-promoted regioselective intramolecular radical nucleophilic addition/rearrangement of 2-aryl diazaboroles has been accomplished for the first time to construct phenazine structures. This protocol is an umpolung strategy based on the classical electrophilic mechanism, and therefore, a reversed regioselectivity was observed, which provides an opportunity to prepare sterically hindered phenazines. The resulting thermally activated delayed fluorescence (TADF) materials based on phenazine exhibit emission bands from green to red with high quantum yields and moderate fluorescence lifetimes as solid films.

Palladium-catalyzed domino double n-arylations (inter- and intramolecular) of 1,2-diamino(hetero)arenes with o,o-dihalo(hetero)arenes for the synthesis of phenazines and pyridoquinoxalines

Domino reactions for the synthesis of phenazines have been developed that start from 1,2-diaminoarenes and 1,2-dihaloarenes and proceed through palladium-catalyzed double N-arylations (inter- and intramolecular) followed by an in situ oxidation. A variety of functional groups, which include base-sensitive groups, were well tolerated under the optimized reaction conditions to afford phenazines in good to excellent yields. The protocol was extended to the synthesis of pyridoquinoxalines by employing either o-phenylenediamines and 2,3-dihalopyridines or 1,2-diaminopyridines and 1,2-dihaloarenes. Domino reactions for the synthesis of phenazines have been developed that start from 1,2-diaminoarenes and 1,2-dihaloarenes and proceed through palladium-catalyzed double N-arylations (inter- and intramolecular) followed by an in situ oxidation. The protocol was extended to the synthesis of pyridoquinoxalines. Copyright