Pentacen

Pentacene

HCID 8671CAS 135-48-8

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

PENTACENE135-48-8lin-Dibenzanthracenelin-NaphthoanthraceneBenzo[b]naphthacene2,3:6,7-DibenzanthraceneBenzo(b)naphthacene9FQU5HA0UYNSC-90784DTXSID7059648CHEBI:33148RefChem:171296
Weitere Namen anzeigen
entacenePentacene 99%Pentacene,98%Pentacene (crude)PENTACENE REFINEDPENTACENE, SUBLIMEDPENT-2-ENEDIOICACID
DTXCID4034281205-193-7UNII-9FQU5HA0UYMFCD00003710NSC 90784Pentacene (purified by sublimation)Pentacene, (purified by sublimation)AKOS015840937

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

Experimentelle und physikochemische Eigenschaften

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials PropertiesAngular frequency
LogP7.11
Physical DescriptionDeep blue solid with violet luster; [Merck Index]

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.

Sicherheit und Regulatorisches

Gefahrenhinweise

Hazards SummaryMay cause irritation; [MSDSonline] See POLYCYCLIC AROMATIC HYDROCARBONS.

Toxikologische Informationen

TreatmentThere is no know antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
Health EffectsPAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
Exposure RoutesOral (L10) ; inhalation (L10)
Toxicity Summary · 1 Eintrag

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)

Signs and SymptomsAcute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. (A10)
Carcinogen ClassificationNot listed by IARC. IARC has evaluated other PAHs (L2154).

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 · 1 Eintrag

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 · 2 Einträge

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)

General Manufacturing InformationPentacene: ACTIVE
Anwendungen · 2 Einträge

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.

Ergänzende Hinweise

DefinitionChEBI: An acene that consists of five ortho-fused benzene rings in a rectilinear arrangement.

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