Octacene

Octacene

Skeletal formula of heptacene
Names
Preferred IUPAC name Octacene
Identifiers
3D model (JSmol)	Interactive image
ChEBI	CHEBI:33165
ChemSpider	4574182
PubChem CID	5460708
InChI 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
SMILES C1=CC=C2C=C3C=C4C=C5C=C6C=C7C=C8C=CC=CC8=CC7=CC6=CC5=CC4=CC3=CC2=C1
Properties
Chemical formula	C34H20
Molar mass	428.534 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Octacene is an organic compound and a polycyclic aromatic hydrocarbon and the eighth member of the acene or polyacene family of linear fused benzene rings. ^{[1] [2] [3]} Its chemical formula is C₃₄H₂₀.

Synthesis

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

References

1. "Octacene". NIST . Retrieved 24 July 2025.
2. Siegel, Jay S.; Wu, Yao-Ting (13 November 2014). Polyarenes I. Springer. p. 21. ISBN   978-3-662-43379-9 . Retrieved 24 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 . Retrieved 25 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 . Retrieved 24 July 2025.