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Names | |
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Preferred IUPAC name
Heptacene | |
Identifiers | |
3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
|
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Properties | |
C30H18 | |
Molar mass | 378.474 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Heptacene is an organic compound and a polycyclic aromatic hydrocarbon and the seventh member of the acene or polyacene family of linear fused benzene rings. [1] This compound has long been pursued by chemists [2] [3] [4] because of its potential interest in electronic applications and was first synthesized but not cleanly isolated in 2006. [5] [6] Heptacene was finally fully characterized in bulk by researchers in Germany and the United States in 2017. [7]
The final step is a photochemical decarbonylization with a 1,2-dione bridge extruded as carbon monoxide. In solution heptacene is not formed because it is very unstable being a reactive DA diene and quickly reacts with oxygen or forms dimers. When on the other hand the dione precursor is dissolved in a PMMA matrix first, heptacene can be studied by spectroscopy. Heptacene has been studied spectroscopically at cryogenic temperatures in a matrix. [8] When dissolved in sulfuric acid the heptacene dication is reported to be stable at room-temperature for more than a year in absence of oxygen. [9] "[Isolated] solid heptacene has a half-life time of several weeks at room temperature." [10]
7,16-Bis(tris(trimethylsilyl)silylethynyl)heptacene was synthesized in 2005. [11] This compound is stable in the solid state for a week but decomposes in contact with air. Its synthesis started from anthraquinone and naphthalene-2,3-dicarboxaldehyde. More stable substituted heptacenes have been reported: with stabilizing p-(t-butyl)thiophenyl substituents (Figure 1) [12] and with phenyl and triisopropylsilylethynyl groups (Figure 2). [13]
![]() | |
![]() | |
Names | |
---|---|
Preferred IUPAC name
Heptacene | |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C30H18 | |
Molar mass | 378.474 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Heptacene is an organic compound and a polycyclic aromatic hydrocarbon and the seventh member of the acene or polyacene family of linear fused benzene rings. [1] This compound has long been pursued by chemists [2] [3] [4] because of its potential interest in electronic applications and was first synthesized but not cleanly isolated in 2006. [5] [6] Heptacene was finally fully characterized in bulk by researchers in Germany and the United States in 2017. [7]
The final step is a photochemical decarbonylization with a 1,2-dione bridge extruded as carbon monoxide. In solution heptacene is not formed because it is very unstable being a reactive DA diene and quickly reacts with oxygen or forms dimers. When on the other hand the dione precursor is dissolved in a PMMA matrix first, heptacene can be studied by spectroscopy. Heptacene has been studied spectroscopically at cryogenic temperatures in a matrix. [8] When dissolved in sulfuric acid the heptacene dication is reported to be stable at room-temperature for more than a year in absence of oxygen. [9] "[Isolated] solid heptacene has a half-life time of several weeks at room temperature." [10]
7,16-Bis(tris(trimethylsilyl)silylethynyl)heptacene was synthesized in 2005. [11] This compound is stable in the solid state for a week but decomposes in contact with air. Its synthesis started from anthraquinone and naphthalene-2,3-dicarboxaldehyde. More stable substituted heptacenes have been reported: with stabilizing p-(t-butyl)thiophenyl substituents (Figure 1) [12] and with phenyl and triisopropylsilylethynyl groups (Figure 2). [13]