Hexacene
<templatestyles src="Chembox/styles.css"/>
Template:Chembox image cellTemplate:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox Datapage checkTemplate:Chembox Footer| Template:Longitem | Template:Unbulleted list |
| ChEBI | Template:Unbulleted list |
| ChemSpider | Template:Unbulleted list |
| DrugBank | Template:Unbulleted list |
| EC Number | Template:Unbulleted list |
| KEGG | Template:Unbulleted list |
| Template:Longitem | Template:Unbulleted list |
| RTECS number | Template:Unbulleted list |
| Script error: No such module "collapsible list". | |
| Script error: No such module "collapsible list". | |
| Template:Longitem | C26H16 |
| Molar mass | 328.41 g/mol |
Template:Chembox Footer/trackingScript error: No such module "TemplatePar".Template:Short description
Hexacene is an aromatic compound consisting of six linearly-fused benzene rings. It is a blue-green, air-stable solid with low solubility.[1]
Hexacene is one of a series of linear polycyclic molecules created by such aromatic ring fusions, a series termed acenes; the previous in the series is pentacene (with five fused rings) and the next is heptacene (with seven). It and other acenes and their derivatives have been investigated in potential applications related to organic semiconductors. Like larger acenes, hexacene is poorly soluble, but derivatives have been prepared with improved solubility, such as 6,15-Bis(tri-t-butylsilylethynyl)hexacene, which melts with decomposition at 96 °C.[2]
Syntheses and structure
Hexacene has been the subject of many syntheses. One route uses thermal decarbonylation of a monoketone precursor.[1]
.png){kind=link}
Further reading
- First synthesis:
- Marschalk, C. Linear hexacenes. Bull. Soc. Chim. Fr. 6, 1112–1121 (1939).
- Script error: No such module "Citation/CS1".
- Script error: No such module "Citation/CS1".
- By dehydrogenation of hexacosahydrohexacene by palladium on carbonScript error: No such module "Citation/CS1".
- Isolation: Script error: No such module "Citation/CS1".
- By decarbonylation of a diketone precursor:Script error: No such module "Citation/CS1".
- Deoxygenation route: Script error: No such module "Citation/CS1".
External links
- Molecular graphics representation of the X-ray crystallographic structure determined for 6,15-bis(tri-t-butylsilylethynyl)hexacene—hexacene with bulky, protective substituents in the reactive 6- and 15- ring positions, see rotating graphic at base of page.
- Sander-Wise Polycyclic Aromatic Hydrocarbon Structure Index entry for hexacene, NIST Special Publication 922.
References
<templatestyles src="Reflist/styles.css" />
Script error: No such module "Check for unknown parameters".
Script error: No such module "Navbox".