Dibenzofuran

Bezeichnung:Dibenzofuran

CAS-Nr132-64-9

Englisch Name:Dibenzofuran

CBNumberCB0338385

SummenformelC12H8O

Molgewicht168.19

MOL-Datei132-64-9.mol

Synonyma

Dibenzofuran

Dibenzofuran physikalisch-chemischer Eigenschaften

Schmelzpunkt	80-82 °C (lit.)
Siedepunkt	154-155 °C/20 mmHg (lit.)
Dichte	1,3 g/cm³
Dampfdruck	2.48 x 10^-3 mmHg at 25 °C (Chirico et al., 1990)
Brechungsindex	1.6480
Flammpunkt	130 °C
storage temp.	Store below +30°C.
Löslichkeit	Insoluble in wate(<1 mg/mL). Soluble in nonpolar organic solvents.
Aggregatzustand	Solid
Farbe	White to Almost white
Wasserlöslichkeit	<0.1 g/100 mL at 20 ºC
BRN	121100
Henry's Law Constant	5.82 x 10^-5 atm?m³/mol at 25 °C (approximate - calculated from water solubility and vapor pressure)
Dielectric constant	3.0（100℃）
InChIKey	TXCDCPKCNAJMEE-UHFFFAOYSA-N
CAS Datenbank	132-64-9(CAS DataBase Reference)
NIST chemische Informationen	Dibenzofuran(132-64-9)
EPA chemische Informationen	Dibenzofuran (132-64-9)

Sicherheit

Kennzeichnung gefährlicher	N,Xn,T,F
R-Sätze:	51/53-22-39/23/24/25-23/24/25-11-20/21/22-63-43-36/37/38-45-67-40
S-Sätze:	22-24/25-61-29-45-36/37-16-7-7/9-23-53
RIDADR	UN3077
WGK Germany	3
RTECS-Nr.	HP4430000
TSCA	Yes
HazardClass	9
PackingGroup	III
HS Code	29329995
Giftige Stoffe Daten	132-64-9(Hazardous Substances Data)
Toxizität	Heitmuller et al. (1981) reported a NOEC of 1.0 ppm.

Gefahreninformationscode (GHS)

Dibenzofuran Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R22:Gesundheitsschädlich beim Verschlucken.
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.
R11:Leichtentzündlich.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R63:Kann das Kind im Mutterleib möglicherweise schädigen.
R43:Sensibilisierung durch Hautkontakt möglich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R45:Kann Krebs erzeugen.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S29:Nicht in die Kanalisation gelangen lassen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S7:Behälter dicht geschlossen halten.
S7/9:Behälter dicht geschlossen an einem gut gelüfteten Ort aufbewahren.
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
Beschreibung
Dioxins and furans, two well-known environmental pollutants, are extremely toxic to humans and many other species. Dibenzofurans are released into the air from combustion sources, and are listed as pollutants of concern due to its persistence in the environment, potential to bioaccumulate, and toxicity to humans and the environment. These compounds, when adsorbed on soils or other substrates, are highly persistent under normal environmental conditions. The Office of Environmental Health Hazard Assessment reviews risk assessments submitted under the Air Toxics ‘Hot Spots’ Program (AB 2588) in which chlorinated dibenzo-p-dioxins and dibenzofurans are listed. Chlorinated dibenzofurans were calculated as total 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) equivalents in the AB 2588 risk assessments. Dibenzofuran is cited in the Clean Air Act 1990 Amendments – Hazardous Air Pollutants as a volatile hazardous air pollutant of potential concern. The Superfund Amendment Reauthorization Act Section 110 placed dibenzofuran on the revised Agency for Toxic Substances and Disease Registry priority list of hazardous substances to be the subject of a toxicological profile. Dibenzofuran is also listed in the Massachusetts Substance List for Right to Know Law, the New Jersey Department of Health Hazard Right to Know Program Hazardous Substance List, the Pennsylvania Department of Labor and Industry Hazardous Substance List, and the California’s Air Toxics ‘Hot Spots’ List (Assembly Bill 2588).
Chemische Eigenschaften
white to light yellow crystal powde
Chemische Eigenschaften
Dibenzofuran is a white crystalline powder.
Physikalische Eigenschaften
Colorless crystals having a creosote-like odor. The least detectable odor threshold concentration in water at 60 °C was 2 μg/L (Alexander et al., 1982).
Verwenden
Research chemical. Derived from industrial and experimental coal gasification operations where the maximum concentration detected in coal gas tar streams was 12 mg/m³ (Cleland, 1981).
Verwenden
Dibenzofuran is an industrial chemical or by-product, and is used as an insecticide, in the production of PVC, industrial bleaching and incineration.
Verwenden
Applications for GC (Gas Chromatography) and LC (Liquid Chromatography) Analysis. Dibenzofuran as the model substrate in culture procedures.
Definition
ChEBI: A mancude organic heterotricyclic parent that consists of a furan ring flanked by two benzene rings ortho-fused across the 2,3- and 4,5-positions.
Synthesis Reference(s)
Journal of the American Chemical Society, 81, p. 487, 1959 DOI: 10.1021/ja01511a056
The Journal of Organic Chemistry, 40, p. 1365, 1975 DOI: 10.1021/jo00897a048
Allgemeine Beschreibung
Colorless white crystalline solid.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
Dibenzofuran is sensitive to prolonged exposure to light .
Brandgefahr
Flash point data for Dibenzofuran are not available. Dibenzofuran is probably combustible.
mögliche Exposition
This material is used as an insecticide and in organic synthesis to make other chemicals. It is derived from coal tar creosote.
Erste Hilfe
Skin Contact: Flood all areas of body thathave contacted the substance with water. Do not wait toremove contaminated clothing; do it under the water stream.Use soap to help assure removal. Isolate contaminatedclothing when removed to prevent contact by others. EyeContact: Remove any contact lenses at once. Flush eyeswell with copious quantities of water or normal saline for atleast 2030 min. Seek medical attention. Inhalation: Leavecontaminated area immediately; breathe fresh air. Properrespiratory protection must be supplied to any rescuers. Ifcoughing, difficult breathing, or any other symptoms develop, seek medical attention at once, even if symptomsdevelop many hours after exposure. Ingestion: If convulsions are not present, give a glass or two of water or milk todilute the substance. Assure that the person’s airway isunobstructed and contact a hospital or poison center immediately for advice on whether or not to induce vomiting.
Source
Based on laboratory analysis of 7 coal tar samples, dibenzofuran concentrations ranged from 170 to 4,000 ppm (EPRI, 1990).
Schauer et al. (1999) reported dibenzofuran in diesel fuel at a concentration of 29 μg/g and in a diesel-powered medium-duty truck exhaust at an emission rate of 28.7 μg/km.
Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were 5.5 and 42.2 μg/km, respectively (Schauer et al., 2002).
Environmental Fate
Biological. Dibenzofuran was oxidized by salicylate-induced cells of Pseudomonas sp. strain 9816/11 and isopropyl-β-D-thiogalactopyranoside-induced cells of Escherichia coli JM109(DE3) (pDTG141) to (1R,2S)-cis-1,2-dihydroxy-1,2-dihydrodibenzofuran (60–70% yield) and (3S,4R)- cis-3,4-dihydroxy-3,4-dihydrodibenzofuran (30–40% yield) (Resnick and Gibson, 1996).
Soil. The estimated half-lives of dibenzofuran in soil under aerobic and anaerobic conditions were 7 to 28 and 28 to 112 d, respectively (Lee et al., 1984).
Groundwater. Based on aerobic acclimated and unacclimated groundwater die away test data, the estimated half-life of dibenzofuran in groundwater ranged from 8.54 to 34.9 d (Lee et al., 1984).
Photolytic. The estimated half-life for the reaction of dibenzofuran with OH radicals in the atmosphere ranged from 1.9 to 19 h (Atkinson, 1987).
Chemical/Physical. It was suggested that the chlorination of dibenzofuran in tap water accounted for the presence of chlorodibenzofuran (Shiraishi et al., 1985).
Dibenzofuran will not hydrolyze because it has no hydrolyzable functional group (Kollig, 1995).
Lager
Color Code—Blue: Health Hazard/Poison: Storein a secure poison location.
Versand/Shipping
UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
läuterung methode
Dissolve dibenzofuran in diethyl ether, then shake it with two portions of aqueous NaOH (2M), wash it with water, separate and dry (MgSO4) it. After evaporating the ether, dibenzofuran is crystallised from aqueous 80% EtOH and then dried under vacuum. [Cass et al. J Chem Soc 1406 1958.] High purity material is obtained by zone refining. [Beilstein 17 V 234.]
Toxicity evaluation
Dibenzofuran is a white crystalline solid. It is not soluble in water, but soluble in organic solvents like alcohol, acetone, ether, benzene, and acetic acid. Its boiling point is 287°C, melting point is 86°C, and specific gravity is 1.0886. Its octanol/ water partition coefficient is 4.12.
Presence of dibenzofuran in coal tar, oil and its uses may result in its release to the environment through various waste streams. It has very low to no mobility in soil and degrades in soil. It dissolves in water as well as volatilizes. As a gas phase in the atmosphere, it reacts with photochemically produced hydroxy radicals. It is biodegraded rapidly at contaminated sites by the microorganisms present; otherwise its biodegradation is relatively slow. It adsorbs very strongly to sediment and particulate matter in the water column. It has a potential to bioconcentrate in aquatic organisms.
Inkompatibilitäten
This material is used as an insecticide and in organic synthesis to make other chemicals. It is derived from coal tar creosote.
Waste disposal
In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed prop- erly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Dibenzofuran Upstream-Materialien And Downstream Produkte

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