Grundinformationen
- Standard-SMILES
c1ccc2cc3cc4ccccc4cc3cc2c1- InChIKey
IFLREYGFSNHWGE-UHFFFAOYSA-N- Summenformel
- C18H12
- Durchschnittliche Molmasse
- 228,3 g/mol
- Monoisotopische Masse
- 228,09390038
Namen und Bezeichner
- Bevorzugter Name
- Naphthacene
- IUPAC
- tetracene
- Lokaler Name
- Naphthacen
- Englischer Name
- NAPHTHACENE
- Summenformel
- C18H12
- Molmasse
- 228.29
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
92-24-0- PubChem CID
- 7080
- DTXSID
DTXSID4059045- ChEMBL
CHEMBL1797272- ChEBI
CHEBI:32600- UNII
- QYJ5Z6712R
- EC Number
- 202-138-9
- Nikkaji
- J1.536.811J、J4.651E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,9
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 236
Experimentelle und physikochemische Eigenschaften
Kovats Retention Index
2395;2425;2436;2386;405.7;403.9;405;403.9
2426;2425;403.5;403.15;402.86;407.3;401.28;403.52;403.51;403.7;403.89;408.3;408.3
Physikochemische Eigenschaften
- Schmelzpunkt
- 300 °C · >300 °C(lit.)
- Siedepunkt
- 305.1 °C · 305.1°C (rough estimate)
- Dichte
- 1.35 · 1.35
- Brechungsindex
- 1.55 · 1.5500 (estimate)
- Aggregatzustand
- Crystalline Powder
- Farbe
- Orange
- Wasserlöslichkeit
- 1.507 ug/L · 1.507ug/L(25 ºC)
- Merck
- 14 · 14,6369
- BRN
- 1909299 · 1909299
- Henry's Law Constant
- 2 · 2.0×101 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- InChI
- InChI=1S/C18H12/c1-2-6-14-10-18-12-16-8-4-3-7-15(16)11-17(18)9-13(14)5-1/h1-12H
- InChIKey
- IFLREYGFSNHWGE-UHFFFAOYSA-N
- SMILES
- C1=C2C(C=C3C(=C2)C=C2C(C=CC=C2)=C3)=CC=C1
- CAS Datenbank
- 92 · 92-24-0(CAS DataBase Reference)
- EPA chemische Informationen
- Naphthacene (92-24-0)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (20%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal];H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation];H400 (80%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (80%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 5 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
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)
Regulatorische Informationen
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3077 9/PG 3
- hs_code
- 29029090
- RTECS-Nr.
- QI7605000
- risk_code
- 40-50/53
- hazard_code
- Xn,N
- safety_code
- 45-36/37-61-60-24/25
- 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
Present in coal tar and contaminates commercial anthracene; [Merck Index] Used in organic synthesis; [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)
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: An acene that consists of four ortho-fused benzene rings in a rectilinear arrangement.
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