zethrene

Zethrene ('''''') is a polycyclic aromatic hydrocarbon consisting of two phenalene units fused together. According to Clar's rule, the two exterior naphthalene units are truly aromatic and the two central double bonds are not aromatic at all. For this reason the compound is of some interest to academic research. Zethrene has a deep-red color and it is light sensitive - complete decomposition under a sunlight lamp occurs within 12 hours. The melting point is 262 °C.

In the Vinony graph

Vinony's link graph records 66 inbound references to zethrene, and connects out to benzo[b]fluoranthene, digital object identifier and chemical formula.

Vinony files it under Hexacyclic compounds and Polycyclic aromatic hydrocarbons.

Vinony links it to 11 Wikipedia language editions.

Chemical data

Formula: C24H14
Molecular weight: 302.4 g/mol
IUPAC name: hexacyclo[13.7.1.14,8.02,13.019,23.012,24]tetracosa-1(22),2,4,6,8(24),9,11,13,15,17,19(23),20-dodecaene
SMILES: C1=CC2=C3C(=C1)C=C4C5=CC=CC6=C5C(=CC=C6)C=C4C3=CC=C2
InChIKey: UXUXNGMSDNTZEC-UHFFFAOYSA-N
XLogP: 6.1
Polar surface area: 0 Å²
H-bond donors: 0
H-bond acceptors: 0
Formal charge: 0

via PubChem

Wikidata facts

Mass: 302.109550448

Show 4 more facts

canonical SMILES: c1ccc3c6c1cccc6\C=C2c4cccc5cccc(C=C23)c45
isomeric SMILES: c1ccc3c6c1cccc6\C=C/2\c4cccc5cccc(\C=C\23)c45
chemical formula: C₂₄H₁₄
Commons category: Zethrene

Sources (2)

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Encyclopedic overview

3 sections

Contents

Synthesis
Structure
References

==Synthesis== The compound was originally synthesized by Erich Clar in 1955 from acenaphthene in one method and from chrysene in another. Mitchell and Sondheimer prepared the compound from a benzannulated [[cyclodecapentaene|[10]annulene]].

Excerpted from Wikipedia’s “zethrene” article, available under the CC BY-SA 4.0 licence.