397-57-9

Basic information

• Product Name: 2-fluorophenazine
• CAS NO: 397-57-9
• Molecular Formula: C₁₂H₇FN₂
• Molecular Weight: 198.1958
• Mol File: 397-57-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 360.6°C at 760 mmHg
• Flash Point: 171.9°C
• Density: 1.336g/cm³
• Vapor Pressure: 4.55E-05mmHg at 25°C
• Refractive Index: 1.712
• CAS DataBase Reference: 2-fluorophenazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-fluorophenazine(397-57-9)
• EPA Substance Registry System: 2-fluorophenazine(397-57-9)

Safety Data

• Hazardous Substances Data: 397-57-9(Hazardous Substances Data)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 144025-03-6 2,4-difluorophenylboronic acid 
• 62-53-3 aniline 
• 1195-45-5 para-fluorophenyl isocyanate 
• 586-96-9 Nitrosobenzene 
• 1621867-48-8 7-fluoro-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine 
• 1621867-47-7 8-fluoro-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepine 
• 371-40-4 4-fluoroaniline 
• 88-73-3 2-Chloronitrobenzene 
• 372-19-0 meta-fluoroaniline 
• 98-95-3 nitrobenzene 
• 322-78-1 2-(4’-fluoroanilido)nitrobenzene 
• 2876-23-5 phenazin-2-amine 

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.

Preparation method of phenazine compound

To the method, a phenazine compound is prepared through continuous ortho C-H functionalization, nitroso insertion and decarboxylation processes of aryl carbamic acid, wherein a carboxyl amino group serves as a trace-free positioning group.

Transition-metal-free tandem oxidative removal of benzylic methylene group by C-C and C-N bond cleavage followed by intramolecular new aryl C-N bond formation under radical conditions

A novel tandem oxidative conversion of 10,11-dihydro-5H-dibenzo[b,e][1,4]diazepines to phenazines has been achieved under transition-metal-free, mild conditions using K2S2O8 or DDQ as the oxidizing agent. The transformation proceeds through oxidative removal of a benzylic methylene group by C-C and C-N bond cleavage followed by a new aryl C-N bond formation under radical conditions.