Structure via PubChem · Public domain (PubChem)
lophine
Sign in to saveAlso known as 2,4,5-triphenylimidazole
Lophine is the organic compound with the formula . It is a derivative of imidazole wherein all three carbon atoms have phenyl groups as substituents. A white solid, this compound gave the first example of chemiluminescence when its basic solutions were exposed to air. Its chemiluminescence continues to attract attention.
Chemical data
- Formula
- C21H16N2
- Molecular weight
- 296.4 g/mol
- IUPAC name
- 2,4,5-triphenyl-1H-imidazole
- SMILES
- C1=CC=C(C=C1)C2=C(N=C(N2)C3=CC=CC=C3)C4=CC=CC=C4
- InChIKey
- RNIPJYFZGXJSDD-UHFFFAOYSA-N
- XLogP
- 5
- Polar surface area
- 28.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 296.131
- Image
- Lophine-crystals.jpg
Show 4 more facts
- Commons category
- Lophine
- chemical formula
- C₂₁H₁₆N₂
- canonical SMILES
- C1=CC=C(C=C1)C2=C(N=C(N2)C3=CC=CC=C3)C4=CC=CC=C4
- melting point
- 276.0
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Lophine is the organic compound with the formula . It is a derivative of imidazole wherein all three carbon atoms have phenyl groups as substituents. A white solid, this compound gave the first example of chemiluminescence when its basic solutions were exposed to air. Its chemiluminescence continues to attract attention.
Lophine and its dihydro analogue amarine (meso-2,4,5-triphenyl-2-imidazoline) were discovered early in the history of organic chemistry (between 1841 and 1847), before the development of a structural theory of organic chemistry by Kekulé and Couper in the 1850s. Lophine is prepared by condensation of benzaldehyde, benzil, and ammonia.
Excerpted from Wikipedia’s “lophine” article, available under the CC BY-SA 4.0 licence.