Phenanthren

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H302：Gesundheitsschädlich bei Verschlucken.

  H410：Sehr giftig für Wasserorganismen mit langfristiger Wirkung.

• Sicherheit

  P264：Nach Gebrauch gründlich waschen.

  P264：Nach Gebrauch gründlich waschen.

  P270：Bei Gebrauch nicht essen, trinken oder rauchen.

  P273：Freisetzung in die Umwelt vermeiden.

  P301+P312：BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.

  P391：Verschüttete Mengen aufnehmen.

  P501：Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Phenanthrene Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R22:Gesundheitsschädlich beim Verschlucken.
  R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
  R50:Sehr giftig für Wasserorganismen.
  R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
  R40:Verdacht auf krebserzeugende Wirkung.
  R67:Dämpfe können Schläfrigkeit und Benommenheit verursachen.
  R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
  R38:Reizt die Haut.
  R11:Leichtentzündlich.
  R52/53:Schädlich für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
  R39/23/24/25:Giftig: ernste Gefahr irreversiblen Schadens durch Einatmen, Berührung mit der Haut und durch Verschlucken.
  R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
  R63:Kann das Kind im Mutterleib möglicherweise schädigen.
  R43:Sensibilisierung durch Hautkontakt möglich.
  R45:Kann Krebs erzeugen.
  R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

• S-Sätze Betriebsanweisung:

  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
  S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
  S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
  S29:Nicht in die Kanalisation gelangen lassen.
  S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ärztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.
  S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
  S16:Von Zündquellen fernhalten - Nicht rauchen.
  S7:Behälter dicht geschlossen halten.
  S24/25:Berührung mit den Augen und der Haut vermeiden.
  S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
  S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
  S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
  S22:Staub nicht einatmen.

• Aussehen Eigenschaften

  C14H10; geruchlose, weiße bis gelbliche Kristalle.

• Gefahren für Mensch und Umwelt

  Phenanthren reizt Augen und Haut. Sensibilisierung mit allergischen Manifestationen bei empfindlichen Personen.

• Schutzmaßnahmen und Verhaltensregeln

  Schutzhandschuhe nur als kurzfristiger Staub- und Spritzschutz.

• Verhalten im Gefahrfall

  Mechanisch aufnehmen und als Sondermüll entsorgen.
  Wasser, CO₂, Schaum.

• Erste Hilfe

  Nach Hautkontakt: Mit Wasser und Seife gründlich abwaschen.
  Nach Augenkontakt: Mit viel Waser bei geöffnetem Lidspalt mind. 10 Min. spülen. Augenarzt!
  Nach Einatmen: Frischluft.
  Nach Verschlucken: Viel Wasser trinken lassen. Erbrechen auslösen. Arzt hinzuziehen.
  Nach Kleidungskontakt: Kontaminierte Kleidung ausziehen.
  Ersthelfer: siehe gesonderten Anschlag

• Sachgerechte Entsorgung

  Als Sondermüll entsorgen.

• Beschreibung

  Phenanthrene is a polycyclic aromatic hydrocarbon (PAH) composed of three fused benzene rings. The name phenanthrene is a composite of phenyl and anthracene. In its pure form, it is found in cigarette smoke and is a known irritant, photosensitizing skin to light. Phenanthrene appears as a white powder having blue fluorescence.

• Chemische Eigenschaften

  Phenanthrene is a white crystalline substance. Weak aromatic odor. Polycyclic aromatic hydrocarbons (PAHs) are compounds containing multiple benzene rings and are also called polynuclear aromatic hydrocarbons.

• Physikalische Eigenschaften

  Colorless, monoclinic crystals with a faint, aromatic odor

• Verwenden

  Phenanthrene is a polycyclic aromatic hydrocarbons, an environmental pollutant.

• Verwenden

  Labelled polycyclic aromatic hydrocarbons as micropollutants.

• Verwenden

  Phenanthrene is a PAH that can be derived from coal tar. Phenanthrene is used in the production of dyes, pharmaceuticals, and explosives, and in biochemical research. A derivative, cyclopentanophenanthrene, has been used as a starting material for synthesizing bile acids, cholesterol, and other steroids.

• Vorbereitung Methode

  Phenanthrene occurs in coal tar and can be isolated from several types of crude petroleum.

• Definition

  ChEBI: A polycyclic aromatic hydrocarbon composed of three fused benzene rings which takes its name from the two terms 'phenyl' and 'anthracene.'

• Synthesis Reference(s)

  Journal of Heterocyclic Chemistry, 30, p. 291, 1993 DOI: 10.1002/jhet.5570300151
  The Journal of Organic Chemistry, 18, p. 801, 1953 DOI: 10.1021/jo50013a004
  Tetrahedron Letters, 15, p. 495, 1974

• Allgemeine Beschreibung

  Colorless monoclinic crystals with a faint aromatic odor. Solutions exhibit a blue fluorescence.

• Air & Water Reaktionen

  Insoluble in water.

• Reaktivität anzeigen

  Phenanthrene may react with oxidizing materials .

• Health Hazard

  The acute oral toxicity of phenanthrene is low.It is more toxic than anthracene. An oral LD50value in mice is reported at 700 mg/kg. It maycause tumor in skin at the site of application.The evidence of carcinogenicity in animals,however, is inadequate.

• Brandgefahr

  Phenanthrene is combustible.

• Sicherheitsprofil

  Poison by intravenous route. Moderately toxic by ingestion. Mutation data reported. A human skin photosensitizer. Questionable carcinogen with experimental neoplastigenic and tumorigenic data by skin contact. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes

• mögliche Exposition

  Dust may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

• Carcinogenicity

  Phenanthrene is ineffective as an initiator. It is not classifiable as to human carcinogenicity— class 3 by IARC and class D by IRIS, based on no human data and inadequate data from a single gavage study in rats and skin painting and injection studies in mice.

• Source

  Detected in groundwater beneath a former coal gasification plant in Seattle, WA at a concentration of 130 μg/L (ASTR, 1995). Detected in 8 diesel fuels at concentrations ranging from 0.17– 110 mg/L with a mean value of 41.43 mg/L (Westerholm and Li, 1994) and in distilled water-soluble fractions of new and used motor oil at concentrations of 1.9–2.1 and 2.1–2.2 μg/L, respectively (Chen et al., 1994). Lee et al. (1992) reported concentration ranges of 100 to 300 mg/L and 15 to 25 μg/L in diesel fuel and the corresponding aqueous phase (distilled water), respectively. Schauer et al. (1999) reported phenanthrene in diesel fuel at a concentration of 57 μg/g and in a diesel-powered medium-duty truck exhaust at an emission rate of 93.1 μg/km. Identified in Kuwait and South Louisiana crude oils at concentrations of 26 and 70 ppm, respectively (Pancirov and Brown, 1975). Diesel fuel obtained from a service station in Schlieren, Switzerland contained phenanthrene at an estimated concentration of 327 mg/L (Schluep et al., 2001).
  Phenanthrene was detected in asphalt fumes at an average concentration of 57.73 ng/m³ (Wang et al., 2001).
  Thomas and Delfino (1991) equilibrated contaminant-free groundwater collected from Gainesville, FL with individual fractions of three individual petroleum products at 24–25 °C for 24 h. The aqueous phase was analyzed for organic compounds via U.S. EPA approved test method 625. Phenanthrene was only detected in the water-soluble fraction of diesel fuel at an average concentration of 17 μg/L.
  Based on laboratory analysis of 7 coal tar samples, phenanthrene concentrations ranged from 3,100 to 35,000 ppm (EPRI, 1990). Detected in 1-yr aged coal tar film and bulk coal tar at an identical concentration of 10,000 mg/kg (Nelson et al., 1996). A high-temperature coal tar contained phenanthrene at an average concentration of 2.66 wt % (McNeil, 1983). Also identified in high-temperature coal tar pitches at concentrations ranging from 7,500 to 40,300 mg/kg (Arrendale and Rogers, 1981). Lee et al. (1992a) equilibrated eight coal tars with distilled water at 25 °C. The maximum concentration of phenanthrene observed in the aqueous phase is 0.4 mg/L.
  Nine commercially available creosote samples contained phenanthrene at concentrations ranging from 48,000 to 120,000 mg/kg (Kohler et al., 2000).
  Typical concentration of phenanthrene in a heavy pyrolysis oil is 2.5 wt % (Chevron Phillips, May 2003).

• Environmental Fate

  Biological. Catechol is the central metabolite in the bacterial degradation of phenanthrene. Intermediate by-products include 1-hydroxy-2-naphthoic acid, 1,2-dihydroxynaphthalene, and salicylic acid (Chapman, 1972; Hou, 1982). It was reported that Beijerinckia, under aerobic conditions, degraded phenanthrene to cis-3,4-dihydroxy-3,4-dihydrophenanthracene (Kobayashi and Rittman, 1982).
  Soil. The reported half-lives for phenanthrene in a Kidman sandy loam and McLaurin sandy loam are 16 and 35 d, respectively (Park et al., 1990). Manilal and Alexander (1991) reported a half-life of 11 d in a Kendaia soil.
  Surface Water. In a 5-m deep surface water body, the calculated half-lives for direct photochemical transformation at 40 °N latitude in the midsummer during midday were 59 and 69 d with and without sediment-water partitioning, respectively (Zepp and Schlotzhauer, 1979).
  Photolytic. A carbon dioxide yield of 24.2% was achieved when phenanthrene adsorbed on silica gel was irradiated with light (λ >290 nm) for 17 h (Freitag et al., 1985). In a 2-wk experiment, [¹⁴C]phenanthrene applied to soil-water suspensions under aerobic and anaerobic conditions gave ¹⁴CO2 yields of 7.2 and 6.3%, respectively (Scheunert et al., 1987). Matsuzawa et al. (2001) investigated the photochemical degradation of five polycyclic aromatic hydrocarbons in diesel particulate matter deposited on the ground and in various soil components. The photochemical degradation by artificial sunlight was accomplished using a 900-W xenon lamp. Light from this lamp was passed through a glass filter to eliminate light of shorter wavelengths (λ <290 nm). The intensity of this light was about 170 mW/cm². In addition, a solar simulator equipped with a 300-W xenon lamp was used to provide the maximum sunlight intensity observed in Tokyo (latitude 35.5 °N). The half-lives of phenanthrene in diesel particulate matter using 900- and 300-W sources were 4.29 and 60.63 h, respectively. The following half-lives were determined for phenanthrene adsorbed on various soil components using 900-W apparatus: 3.04 h for quartz, 2.90 h for feldspar, 1.15 h for kaolinite, 4.97 h for montmorillonite, 3.26 h for silica gel, and 1.17 h for alumina.
  Chemical/Physical. The aqueous chlorination of phenanthrene at pH <4 produced phenanthrene- 9,10-dione and 9-chlorophenanthrene. At high pH (>8.8), phenanthrene-9,10-oxide, phenanthrene- 9,10-dione, and 9,10-dihydrophenanthrenediol were identified as major products (Oyler et al., 1983). It was suggested that the chlorination of phenanthrene in tap water accounted for the presence of chloro- and dichlorophenanthrenes (Shiraishi et al., 1985).

• Versand/Shipping

  UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

• läuterung methode

  Likely contaminants include anthracene, carbazole, fluorene and other polycyclic hydrocarbons. Purify it by distillation from sodium under vacuum, boiling with maleic anhydride in xylene, crystallisation from acetic acid, sublimation and zone melting. It has also been recrystallised repeatedly from EtOH, *benzene or pet ether (b 60-70o), with subsequent drying under vacuum over P2O5 in an Abderhalden pistol. Feldman, Pantages and Orchin [J Am Chem Soc 73 4341 1951] separated most of the anthracene impurity by refluxing phenanthrene (671g) with maleic anhydride (194g) in xylene (1.25L) under nitrogen for 22hours, then filtered. The filtrate was extracted with aqueous 10% NaOH, the organic phase was separated, and the solvent was evaporated. The residue, after stirring for 2hours with 7g of sodium, was distilled in a vacuum, then recrystallised twice from 30% *benzene in EtOH. It was then dissolved in hot acetic acid (2.2mL/g), and to it was slowly added an aqueous solution of CrO3 (60g in 72mL H2O plus 2.2L of acetic acid), followed by slow addition of conc H2SO4 (30mL). The mixture was refluxed for 15minutes, diluted with an equal volume of water and cooled. The precipitate was filtered off, washed with water, dried and distilled, then recrystallised twice from EtOH. Further purification is possible by chromatography from a CHCl3 solution on activated alumina, with *benzene as eluent, and by zone refining. The picrate (1:1) forms golden yellow needles with m 146o, and the styphnate (1:1) has m 138-139o (plates or needles from EtOH or EtOH/H2O respectively). [Dornfeld et al. Org Synth Coll Vol III 134 1955, Beilstein 5 H 667, 5 I 327, 5 II 579, 5 III 2136, 5 IV 2297.]

• Toxicity evaluation

  Phenanthrene absorbs ultraviolet light and causes production of singlet oxygen, which in turn leads to free radical production. Although a large body of literature exists on the toxicity and carcinogenicity of other PAHs, primarily benzo(a)pyrene, toxicity data for phenanthrene are limited.

• Waste disposal

  Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

Phenanthrene Upstream-Materialien And Downstream Produkte

Phenanthren Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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