Grundinformationen
- Standard-SMILES
c1ccc2cc3cc4cc5ccccc5cc4cc3cc2c1- InChIKey
SLIUAWYAILUBJU-UHFFFAOYSA-N- Summenformel
- C22H14
- Durchschnittliche Molmasse
- 278,3 g/mol
- Monoisotopische Masse
- 278,10955045
Überblick
Pentacene is an acene that consists of five ortho-fused benzene rings in a rectilinear arrangement. It is an acene and a member of pentacenes.
Namen und Bezeichner
- Bevorzugter Name
- Pentacene
- IUPAC
- pentacene
- Lokaler Name
- Pentacen
- Englischer Name
- Pentacene
- Summenformel
- C22H14
- Molmasse
- 278.35
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
135-48-8- PubChem CID
- 8671
- DTXSID
DTXSID7059648- ChEBI
CHEBI:33148- UNII
- 9FQU5HA0UY
- EC Number
- 205-193-7
- Nikkaji
- J3.682.356I、J5.604I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,7
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 22
- Formalladung
- 0
- Komplexität
- 325
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 372 · 372-374 °C (subl.)
- Siedepunkt
- 356.16 °C · 356.16°C (rough estimate)
- Dichte
- 1.1489 · 1.1489 (estimate)
- Brechungsindex
- 1.812 · 1.8120 (estimate)
- storage temp.
- 0 · 0-6°C
- Löslichkeit
- Soluble in organic solvents.
- Aggregatzustand
- Fine Crystalline Powder
- Farbe
- Dark blue, purple, or black
- Wasserlöslichkeit
- insoluble
- Merck
- 14 · 14,7107
- BRN
- 1912418 · 1912418
- Stabilität
- Stable, but air and light sensitive. Incompatible with strong oxidizing agents.
- InChI
- 1S/C22H14/c1-2-6-16-10-20-14-22-12-18-8-4-3-7-17(18)11-21(22)13-19(20)9-15(16)5-1/h1-14H
- InChIKey
- SLIUAWYAILUBJU-UHFFFAOYSA-N
- SMILES
- c1ccc2cc3cc4cc5ccccc5cc4cc3cc2c1
- CAS Datenbank
- 135 · 135-48-8(CAS DataBase Reference)
- NIST chemische Informationen
- Pentacene(135-48-8)
- EPA chemische Informationen
- Pentacene (135-48-8)
- Absorption
- 576 nm · λmax= 576 nm (in benzene) [11]
Sicherheit und Regulatorisches
Gefahrenhinweise
Toxikologische Informationen
Toxicity Summary
The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. These enzymes metabolize PAH's into their toxic intermediates. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. (L10, L23, A27, A32)
Sicherheitsdaten
- F
- 8-10-23
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29029090
- safety_code
- 24/25
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)
Verwendung und Herstellung
Uses
Proposed use as a photoconductor (instead of selenium) in copying systems; [Hawley]
PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and vocanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)
Anwendungen
BeschreibungPentacene, an acene with flat-like molecules made of five linearly-fused benzene rings, has been extensivelystudied as a p-type semiconductor in organic field-effecttransistors. It is known to exhibit large carrier mobilitiesof about 1 cm2 /V s within the plane parallel to thesubstrate.
VerwendenPentacene is a polycyclic aromatic compound found in wastewater treatment facility units.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Ergänzende Hinweise
DefinitionChEBI: An acene that consists of five ortho-fused benzene rings in a rectilinear arrangement.
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