Description
Triphenylene-2,3,6,7,10,11-hexaone (CAS No. 1807793-22-1) is a highly specialized organic compound with the molecular formula C18H6O6. This polycyclic aromatic hydrocarbon derivative features a triphenylene core functionalized with six ketone groups at the 2,3,6,7,10, and 11 positions, making it an electron-deficient planar structure with potential applications in materials science and organic electronics. The compound’s extended π-conjugation and rigid, symmetric architecture render it valuable for research in organic semiconductors, conductive polymers, and coordination chemistry. With a purity of ≥95% (HPLC), this product is supplied as a dark crystalline powder, packaged under inert conditions to ensure stability. Ideal for researchers exploring novel organic electronic materials, charge transport systems, or as a precursor for further functionalization in supramolecular chemistry applications.
Properties
- CAS Number: 1807793-22-1
- Complexity: 816
- IUPAC Name: triphenylene-2,3,6,7,10,11-hexone
- InChI: InChI=1S/C18H6O6/c19-13-1-7-8(2-14(13)20)10-4-17(23)18(24)6-12(10)11-5-16(22)15(21)3-9(7)11/h1-6H
- InChI Key: CVDALFASPVBUKU-UHFFFAOYSA-N
- Exact Mass: 318.01643791
- Molecular Formula: C18H6O6
- Molecular Weight: 318.2
- SMILES: C1=C2C3=CC(=O)C(=O)C=C3C4=CC(=O)C(=O)C=C4C2=CC(=O)C1=O
- Topological: 102
- Monoisotopic Mass: 318.01643791
- Synonyms: Triphenylene-2,3,6,7,10,11-hexaone, 1807793-22-1, starbld0006135, YSCK0724, SCHEMBL18068467, 2,3,6,7,10,11-Triphenylenehexone
Application
Triphenylene-2,3,6,7,10,11-hexaone serves as a key building block in the synthesis of organic semiconductors due to its electron-accepting properties and planar structure. Researchers utilize this compound in the development of n-type organic field-effect transistors (OFETs) and perovskite solar cells to enhance charge transport efficiency. Its multiple carbonyl groups also make it a versatile ligand for constructing metal-organic frameworks (MOFs) with tailored electronic properties. Additionally, the compound’s redox-active nature is exploited in studies of organic batteries and electrochemical sensors.
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