Structure via PubChem · Public domain (PubChem)
coronene
Sign in to saveAlso known as hexabenzobenzene, superbenzene, [6]circulene
Coronene (also known as superbenzene and cyclobenzene) is a polycyclic aromatic hydrocarbon (PAH) comprising seven peri-fused benzene rings. Its chemical formula is . It is a yellow material that dissolves in common solvents including benzene, toluene, and dichloromethane. Its solutions emit blue light fluorescence under UV light. It has been used as a solvent probe, similar to pyrene.
Chemical data
- Formula
- C24H12
- Molecular weight
- 300.4 g/mol
- IUPAC name
- coronene
- SMILES
- C1=CC2=C3C4=C1C=CC5=C4C6=C(C=C5)C=CC7=C6C3=C(C=C2)C=C7
- InChIKey
- VPUGDVKSAQVFFS-UHFFFAOYSA-N
- XLogP
- 7.2
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 300.094
Show 3 more facts
- chemical formula
- C₂₄H₁₂
- canonical SMILES
- C1=CC2=C3C4=C1C=CC5=C4C6=C(C=C5)C=CC7=C6C3=C(C=C2)C=C7
- Commons category
- Coronene
via Wikidata · CC0
~3 min read
Article
6 sectionsContents
- Occurrence and synthesis
- Structure
- Other uses
- See also
- References
- Cited sources
Coronene (also known as superbenzene and cyclobenzene) is a polycyclic aromatic hydrocarbon (PAH) comprising seven peri-fused benzene rings. Its chemical formula is . It is a yellow material that dissolves in common solvents including benzene, toluene, and dichloromethane. Its solutions emit blue light fluorescence under UV light. It has been used as a solvent probe, similar to pyrene.
The compound is of theoretical interest to organic chemists because of its aromaticity. It can be described by 20 resonance structures or by a set of three mobile Clar sextets. In the Clar sextet case, most stable structure for coronene has only three isolated outer sextets as fully aromatic although superaromaticity would still be possible when these sextets are able to migrate into next ring.