Structure via PubChem · Public domain (PubChem)
pentacene
Sign in to saveAlso known as 2,3:6,7-dibenzanthracene, benzo[b]naphthacene
Pentacene () is a polycyclic aromatic hydrocarbon consisting of five linearly-fused benzene () rings. This highly conjugated compound is an organic semiconductor. The compound generates excitons upon absorption of ultra-violet (UV) or visible light; this makes it very sensitive to oxidation. For this reason, this compound, which is a purple powder, slowly degrades upon exposure to air and light.
Chemical data
- Formula
- C22H14
- Molecular weight
- 278.3 g/mol
- IUPAC name
- pentacene
- SMILES
- C1=CC=C2C=C3C=C4C=C5C=CC=CC5=CC4=CC3=CC2=C1
- InChIKey
- SLIUAWYAILUBJU-UHFFFAOYSA-N
- XLogP
- 6.7
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
1,689 papers- Pentacene Dimers as a Critical Tool for the Investigation of Intramolecular Singlet Fission.Chemistry (Weinheim an der Bergstrasse, Germany) · 2018
- Pentacene-fused diporphyrins.Chemistry (Weinheim an der Bergstrasse, Germany) · 2014
- Sterically Hindered Derivatives of Pentacene and Octafluoropentacene.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024
- Acid-Mediated Dimerization of TIPS-Pentacene.The Journal of organic chemistry · 2026
- Review of the Common Deposition Methods of Thin-Film Pentacene, Its Derivatives, and Their Performance.Polymers · 2022
via PubMed
~9 min read
Encyclopedic overview
8 sectionsContents
- Synthesis
- Pentacene derivatives
- Monomeric pentacene derivatives
- Oligomers and polymers of pentacene
- Materials research
- See also
- References
- External links
Pentacene () is a polycyclic aromatic hydrocarbon consisting of five linearly-fused benzene () rings. This highly conjugated compound is an organic semiconductor. The compound generates excitons upon absorption of ultra-violet (UV) or visible light; this makes it very sensitive to oxidation. For this reason, this compound, which is a purple powder, slowly degrades upon exposure to air and light.
Structurally, pentacene is one of the linear acenes, the previous one being tetracene (four fused benzene rings) and the next one being hexacene (six fused benzene rings). In August 2009, a group of researchers from IBM published experimental results of imaging a single molecule of pentacene using an atomic force microscope. In July 2011, they used a modification of scanning tunneling microscopy to experimentally determine the shapes of the highest occupied and lowest unoccupied molecular orbitals.
Excerpted from Wikipedia’s “pentacene” article, available under the CC BY-SA 4.0 licence.