2,4,5-Triphenylimidazole
Synonym(s):Lophine
- CAS NO.：484-47-9
- Empirical Formula: C21H16N2
- Molecular Weight: 296.37
- MDL number: MFCD00005187
- EINECS: 207-606-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:16:45
What is 2,4,5-Triphenylimidazole?
Description
Lophine (2,4,5-triphenyl-1H-imidazole) exhibits lemon yellow chemiluminescence in solution and is one of the few long-lasting chemiluminescent molecules. It forms dimers that have piezochromic and photochromic properties. It has been proposed as an analytical reagent for trace metal ion detection. Lophine’s chemiluminescence was discovered by B. Radziszewski in 1877.
Chemical properties
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The Uses of 2,4,5-Triphenylimidazole
2,4,5-Triphenylimidazole is used in the synthesis of fluorescent diarylethenes and nanowires of 2,4,5-triphenylimidazole, which finds application as single wire active optical waveguides and optically driven ultraviolet lasers.
Preparation
2,4,5-triphenylimidazole was synthesized by reaction between ammonia, benzaldehyde and benzoin: Benzoin (1) ( 5 g, 0.023 M) was reacted with benzaldehyde (5 mL, 0.05 mol) (2) in presence of ammonia (3) and refluxed for 4 h and the resulting mixture was cooled, filtered to get 2,4,5-triphenylimidazole (4).
Synthesis of 2,4,5-Triphenylimidazoles Novel Mannich Bases as Potential Antiinflammatory and Analgesic Agents
DOI: 10.3923/crc.2012.99.109
Properties of 2,4,5-Triphenylimidazole
| Melting point: | 274-278 °C (lit.) |
| Boiling point: | 427.96°C (rough estimate) |
| Density | 1.0874 (rough estimate) |
| refractive index | 1.8000 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 11.66±0.10(Predicted) |
| color | White to Orange to Green |
| Water Solubility | Soluble in methanol. Insoluble in water. |
| λmax | 300nm(EtOH)(lit.) |
| BRN | 236652 |
| InChI | InChI=1S/C21H16N2/c1-4-10-16(11-5-1)19-20(17-12-6-2-7-13-17)23-21(22-19)18-14-8-3-9-15-18/h1-15H,(H,22,23) |
| CAS DataBase Reference | 484-47-9(CAS DataBase Reference) |
| EPA Substance Registry System | 1H-Imidazole, 2,4,5-triphenyl- (484-47-9) |
Safety information for 2,4,5-Triphenylimidazole
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05 |
| GHS Hazard Statements |
H314:Skin corrosion/irritation |
| Precautionary Statement Codes |
P260:Do not breathe dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P363:Wash contaminated clothing before reuse. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P405:Store locked up. P501:Dispose of contents/container to..… |
Computed Descriptors for 2,4,5-Triphenylimidazole
| InChIKey | RNIPJYFZGXJSDD-UHFFFAOYSA-N |
| SMILES | C1(C2=CC=CC=C2)NC(C2=CC=CC=C2)=C(C2=CC=CC=C2)N=1 |
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