Lophine

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Lophine
Names
Other names
2,4,5-triphenylimidazole
Identifiers
ECHA InfoCard 100.006.915 Edit this at Wikidata
Properties
C21H16N2
Molar mass 296.373 g·mol−1
Appearance white solid
Density 1,0874 g/cm3
Melting point 275 °C (527 °F; 548 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lophine is the organic compound with the formula (C6H5C)2N2HCC6H5. It is a derivative of imidazole wherein all three C-H groups are replaced by C-phenyl groups. A white solid, this compound gave the first example of chemiluminescence when its basic solutions were exposed to air.[1] Its chemiluminescence continues to attract attention.[2]

Lophine is prepared by condensation of benzaldehyde, benzil, and ammonia.[3]

References

  1. ^ Radziszewski, B. R. (1877). "Untersuchungen über Hydrobenzamid, Amarin und Lophin". Berichte der Deutschen Chemischen Gesellschaft. 10: 70–75. doi:10.1002/cber.18770100122.
  2. ^ Nakashima, Kenichiro (2003). "Lophine derivatives as versatile analytical tools". Biomedical Chromatography. 17 (2–3): 83–95. doi:10.1002/bmc.226. PMID 12717796.
  3. ^ Bandivadekar, Priyanka V.; Chaturbhuj, Ganesh U. (2024). "Catalyst-free one-pot synthesis of 2,4,5-tri- and 1,2,4,5-tetrasubstituted imidazoles". Journal of Heterocyclic Chemistry. 61 (3): 430–438. doi:10.1002/jhet.4771.
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