16408-28-9

Basic information

• Product Name: 1,2-Diphenyl-1H-phenanthro[9,10-d]imidazole
• Synonyms: 1,2-Diphenyl-1H-phenanthro[9,10-d]imidazole;2,3-diphenylphenanthro[9,10-d]imidazole
• CAS NO: 16408-28-9
• Molecular Formula: C₂₇H₁₈N₂
• Molecular Weight: 370.45
• Mol File: 16408-28-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 206 °C
• Boiling Point: 627.9±38.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• PKA: 5.87±0.30(Predicted)
• CAS DataBase Reference: 1,2-Diphenyl-1H-phenanthro[9,10-d]imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Diphenyl-1H-phenanthro[9,10-d]imidazole(16408-28-9)
• EPA Substance Registry System: 1,2-Diphenyl-1H-phenanthro[9,10-d]imidazole(16408-28-9)

Safety Data

• Hazardous Substances Data: 16408-28-9(Hazardous Substances Data)

Upstream product

• 142-04-1 aniline hydrochloride 
• 100-52-7 benzaldehyde 
• 84-11-7 9,10-phenanthrenequinone 
• 62-53-3 aniline 

Relevant articles and documents

Enhanced emission under proton stimuli based on a phenanthroimidazole derivative by switching the excited state type from the CT to the le state

We report herein a vertical donor-acceptor-structured molecule based on a phenanthroimidazole derivative with rare enhanced emission under proton stimuli, which was caused by a change in the excited state type from the charge transfer state to the localiz

Luminescent organic dyes containing a phenanthro[9,10-: D] imidazole core and [Ir(N^C)(N^N)]+ complexes based on the cyclometalating and diimine ligands of this type

A family of diimine (N^N) and cyclometalating (N^C) ligands based on a phenanthro-imidazole aromatic system: 2-pyridyl-1H-phenanthro[9,10-d]imidazole (N^N); 2-R-1-phenyl-1H-phenanthro[9,10-d]imidazole, R = phenyl (N^C4), 3-iodophenyl (N^C5) and 4-nitrophenyl (N^C6) were prepared. It was found that N^C4 and N^C5 show p-p* fluorescence typical of aromatic systems of this sort, whereas the donor-acceptor architecture of N^C6 leads to strong emission solvatochromism and acidochromism, indicating the charge transfer character of the fluorescence observed. Six iridium(iii) complexes (1-6) [Ir(N^CNo.)2(N^N)]+, where No. = 1-6 and N^C1 = 2-phenylpyridine, N^C2 = 2-(benzo[b]thiophen-2-yl)pyridine, and N^C3 = methyl 2-phenylquinoline-4-carboxylate, were also synthesized and characterized. The complexes obtained display moderate to bright phosphorescence with quantum yields up to 46% in degassed solution. The photophysical characteristics of 1-6 were studied in detail. DFT and TD DFT calculations were used for the assignment of electronic transitions responsible for the absorption and emission of these compounds. The variations in the cyclometalating ligand structure give rise to rich photophysics of the complexes obtained. It was found that the orbitals of both N^C and N^N ligands make a major contribution to the formation of emissive excited states and a delicate balance between the energy of the ligands' frontier orbitals determines the emission character.

Synthesis of 5-(4-(1H-phenanthro[9,10-d]imidazol-2-yl)benzylidene)thiazolidine-2,4-dione as promising DNA and serum albumin-binding agents and evaluation of antitumor activity

A series of phenanthro[9,10-d]imidazole/oxazole and acenaphtho[1,2-d]imidazole with different aryl groups at C2-position has been synthesized. These compounds were in vitro evaluated for antitumor activity against a panel of 60 human cancer cell lines. Co