3331-28-0

Basic information

• Product Name: Phenazine, 2-broMo-
• Synonyms: Phenazine, 2-broMo-
• CAS NO: 3331-28-0
• Molecular Formula: C₁₂H₇BrN₂
• Molecular Weight: 259.10138
• EINECS: -0
• Mol File: 3331-28-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 150℃
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Phenazine, 2-broMo-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenazine, 2-broMo-(3331-28-0)
• EPA Substance Registry System: Phenazine, 2-broMo-(3331-28-0)

Safety Data

• Hazardous Substances Data: 3331-28-0(Hazardous Substances Data)

Usage

General Description

Phenazine, 2-bromo- is a chemical compound with the molecular formula C12H8N2Br. It is a brominated derivative of phenazine, which is a heterocyclic organic compound that exhibits antimicrobial and anticancer properties. The addition of a bromine atom to the phenazine molecule alters its chemical properties and may contribute to its potential uses in medicinal and industrial applications. Phenazine, 2-bromo- may be utilized in the synthesis of new pharmaceuticals or as a building block for other chemical compounds with specific biological activities. Its properties make it a subject of interest for further research and potential applications in the field of drug discovery and development.

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Relevant articles and documents

Organic mixed valence compounds with N,N-dihydrodimethylphenazine redox centres

The mixed-valence character of four bis(N,N-dihydrodimethylphenazine) radical cation derivatives with varying π-electron bridges was investigated. The electron transfer (ET) distance within these derivatives varies from ca. 12.5 A? for 1,2-bis[2-(5,10-dihydro-5,10-dimethylphenazinyl)]acetylene (1) to ca. 19.3 A? for 9,10-bis[2-(5,10-dihydro-5,10-dimethylphenazinyl)ethynyl]anthracene (4). All radical cation species show intense intervalence charge-transfer (IV-CT) bands in the NIR. The Mulliken-Hush analysis was used to derive the electronic coupling V, which ranges from 310 to 870 cm-1. Comparisons with analogous ET systems in which the dihydrodimethylphenazine redox centres have been replaced by triarylamine units show that the dihydrodimethylphenazine species have a significantly higher internal reorganisation energy associated with the ET. This behaviour is attributed to C-N stretching and C-C ring modes of the dihydrodimethylphenazine units.

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.