1H-Phenanthro[9,10-d]imidazole

Base Information

• Chemical Name: 1H-Phenanthro[9,10-d]imidazole
• CAS No.: 236-02-2
• Molecular Formula: C15H10 N2
• Molecular Weight: 218.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20178250
• Nikkaji Number: J105.389B
• Wikidata: Q83048628
• Mol file: 236-02-2.mol

Synonyms:1H-phenanthro(9,10-d)imidazole

Chemical Property of 1H-Phenanthro[9,10-d]imidazole

Chemical Property:

• Vapor Pressure: 1.18E-11mmHg at 25°C
• Melting Point: 288-289 °C
• Boiling Point: 551.7°Cat760mmHg
• PKA: 12.80±0.30(Predicted)
• Flash Point: 333°C
• PSA: 28.68000
• Density: 1.336g/cm³
• LogP: 3.86930
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

1H-PHENANTHRO[9,10-D]IMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3C4=C2NC=N4

Technology Process of 1H-Phenanthro[9,10-d]imidazole

There total 9 articles about 1H-Phenanthro[9,10-d]imidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

4,5-diphenyl-1H-imidazole (668-94-0) → 9,10-Phenanthroimidazol (236-02-2)

Guidance literature:

With iodine; In methanol; for 20h; Irradiation; other solvent, oxygen instead of iodine; other 4,5-diarylimidazoles;

Reference yield: 52.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 9,10-phenanthrenequinone (84-11-7) → 9,10-Phenanthroimidazol (236-02-2)

Guidance literature:

With ammonium acetate; acetic acid; for 6h; Heating;

Reference yield: 29.0%

hexamethylenetetramine (100-97-0) + 9,10-phenanthrenequinone (84-11-7) → 9,10-Phenanthroimidazol (236-02-2)

Guidance literature:

With ammonium acetate; In acetic acid; for 1.5h; Heating;

upstream raw materials:

hexamethylenetetramine

9,10-phenanthrenequinone

Phenanthren-9,10-diyldiamin-dihydrochlorid

4,5-diphenyl-1H-imidazole

Refernces

Drastic solid-state fluorescence enhancement behaviour of phenanthro[9,10-d]imidazole-type fluorescent hosts upon inclusion of carboxylic acids

10.1002/ejoc.200900823

This research investigates the solid-state fluorescence enhancement behavior of phenanthro[9,10-d]imidazole-type fluorescent hosts upon inclusion of various carboxylic acids. Phenanthro[9,10-d]imidazole refers to a specific type of fluorescent host compound, namely 2-[4-(diethylamino)phenyl]-1H-phenanthro[9,10-d]imidazole (1). This compound is characterized by its unique structural features and photophysical properties. The phenanthro[9,10-d]imidazole core is a polycyclic aromatic system that provides a rigid and planar structure, which is beneficial for p–p stacking interactions. The presence of the diethylamino group attached to the phenyl ring introduces electron-donating effects, influencing the electronic properties of the molecule. The imidazole ring, another key functional group in this compound, can undergo protonation when interacting with carboxylic acids, as demonstrated in the study. This protonation significantly impacts the photophysical behavior of the host, leading to changes in fluorescence intensity and emission wavelength. The combination of these structural elements makes phenanthro[9,10-d]imidazole an effective host for forming fluorescent clathrate compounds with various carboxylic acids, exhibiting guest-dependent fluorescence enhancement and redshift in emission maxima.

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