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Octacene

From Wikipedia, the free encyclopedia
Octacene
Skeletal formula of heptacene
Skeletal formula of heptacene
Names
Preferred IUPAC name
Octacene
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
  • InChI=1S/C34H20/c1-2-6-22-10-26-14-30-18-34-20-32-16-28-12-24-8-4-3-7-23(24)11-27(28)15-31(32)19-33(34)17-29(30)13-25(26)9-21(22)5-1/h1-20H
    Key: PFTXKXWAXWAZBP-UHFFFAOYSA-N
  • C1=CC=C2C=C3C=C4C=C5C=C6C=C7C=C8C=CC=CC8=CC7=CC6=CC5=CC4=CC3=CC2=C1
Properties
C34H20
Molar mass428.534 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Octacene is anorganic compound and apolycyclic aromatic hydrocarbon and the eighth member of theacene or polyacene family of linear fused benzene rings.[1][2][3] Its сhemical formula isC34H20.

Synthesis

[edit]

In 2010, the Bettinger group reported aphotochemical synthesis of octacene and nonacene, utilizing a cryogenic matrix-isolation technique to stabilize these highly reactive acenes. This approach requires precursors containing a doubleα-diketone bridge to enable the formation of octacene and nonacene.[4]

References

[edit]
  1. ^"Octacene".NIST. Retrieved24 July 2025.
  2. ^Siegel, Jay S.; Wu, Yao-Ting (13 November 2014).Polyarenes I.Springer. p. 21.ISBN 978-3-662-43379-9. Retrieved24 July 2025.
  3. ^Zeitter, Nico; Hippchen, Nikolai; Baur, Philipp; Unterreiner, Tamara V.; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F. (February 2024)."Pentacene to Octacene: The Limit of Fourfold TIPS-Ethynylation".Organic Materials.06 (1):12–17.doi:10.1055/a-2241-0243.ISSN 2625-1825. Retrieved25 July 2025.
  4. ^Lerena, Laura; Zuzak, Rafal; Godlewski, Szymon; Echavarren, Antonio M. (2024)."The Journey for the Synthesis of Large Acenes".Chemistry – A European Journal.30 (57) e202402122.Bibcode:2024ChEuJ..30E2122L.doi:10.1002/chem.202402122.ISSN 1521-3765.PMID 39077888. Retrieved24 July 2025.
2 rings
3 rings
4 rings
5 rings
6 rings
7+ rings
General classes
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