1,2,3,4-Tetrachlorbenzol

Bezeichnung:1,2,3,4-Tetrachlorbenzol

CAS-Nr634-66-2

Englisch Name:1,2,3,4-Tetrachlorobenzene

CBNumberCB9854048

SummenformelC6H2Cl4

Molgewicht215.89

MOL-Datei634-66-2.mol

Synonyma

1,2,3,4-Tetrachlorbenzol

1,2,3,4-Tetrachlorbenzol physikalisch-chemischer Eigenschaften

Schmelzpunkt	44 °C
Siedepunkt	254 °C761 mm Hg(lit.)
Dichte	1,73 g/cm³
Dampfdruck	1.5 (extrapolated from vapor pressures determined at higher temperatures, Tesconi andYalkowsky, 1998)
Brechungsindex	1.5348 (estimate)
Flammpunkt	>230 °F
storage temp.	APPROX 4°C
Löslichkeit	0.0028g/l
Farbe	White crystals or needles
Wasserlöslichkeit	5.92mg/L(25 ºC)
BRN	1910025
Henry's Law Constant	3.6 at 10 °C (Koelmans et al., 1999)
Dielectric constant	3.2000000000000002
CAS Datenbank	634-66-2(CAS DataBase Reference)
EPA chemische Informationen	1,2,3,4-Tetrachlorobenzene (634-66-2)

Sicherheit

Kennzeichnung gefährlicher	Xn,T,F
R-Sätze:	22-39/23/24/25-23/24/25-11
S-Sätze:	22-24/25-45-16-7-36/37
RIDADR	3077
WGK Germany	3
RTECS-Nr.	DB9440000
HS Code	29039990
Giftige Stoffe Daten	634-66-2(Hazardous Substances Data)
Toxizität	Acute oral LD50 for rats 1,167 mg/kg (quoted, RTECS, 1985).

Gefahreninformationscode (GHS)

1,2,3,4-Tetrachlorobenzene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
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.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S16:Von Zündquellen fernhalten - Nicht rauchen.
S7:Behälter dicht geschlossen halten.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Chemische Eigenschaften
WHITE CRYSTALLINE SOLID
Verwenden
Component of dielectric fluids, synthesis.
Verwenden
1,2,3,4-tetrachlorobenzene was used as a model compound to determine the chlorobenzenes (CBs) in soil samples. It was also used for rapid dechlorination of 1,2,3,4-tetrachlorodibenzo-p-dioxin (1,2,3,4-TeCDD).
Definition
ChEBI: A tetrachlorobenzene carrying chloro groups at positions 1, 2 , 3 and 4.
Allgemeine Beschreibung
White to off-white crystals.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
Simple aromatic halogenated organic compounds, such as 1,2,3,4-Tetrachlorobenzene, are very unreactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.
Health Hazard
ACUTE/CHRONIC HAZARDS: 1,2,3,4-Tetrachlorobenzene may cause irritation of the skin.
Brandgefahr
1,2,3,4-Tetrachlorobenzene is probably combustible.
Sicherheitsprofil
Moderately toxic by ingestion. An experimental teratogen. Experimental reproductive effects. Irritant. Combustible liquid. When heated to decomposition it emits toxic fumes of Cl-. See also CHLORINATED HYDROCARBONS, AROMATIC.
Environmental Fate
Biological. A mixed culture of soil bacteria or a Pseudomonas sp. transformed 1,2,3,4- tetrachlorobenzene to 2,3,4,5-tetrachlorophenol (Ballschiter and Scholz, 1980). After incubation in sewage sludge for 32 d under anaerobic conditions, 1,2,3,4-tetrachlorobenzene did not biodegrade (Kirk et al., 1989). The half-life of 1,2,3,4-tetrachlorobenzene in an anaerobic enrichment culture was 26.4 h (Beurskens et al., 1993). Potrawfke et al. (1998) reported that a pure culture of Pseudomonas chlororaphis RW71 mineralized 1,2,3,4-tetrachlorobenzene as a sole source of carbon and energy. Intermediate biodegradation products identified were tetrachlorocatechol, tetrachloromuconic acid, 2,3,5-trichlorodienelactone, 2,3,5-trichloro-4-hydroxymuconic acid. In an enrichment culture derived from a contaminated site in Bayou d’Inde, LA, 1,2,4,5- tetrachlorobenzene underwent reductive dechlorination yielding 1,2,4-trichlorobenzene. The maximum dechlorination rate, based on the recommended Michaelis-Menten model, was 208 nM/d (Pavlostathis and Prytula, 2000).
Photolytic. Irradiation (λ ≥285 nm) of 1,2,3,4-tetrachlorobenzene (1.1–1.2 mM/L) in an acetonitrile-water mixture containing acetone (0.553 mM/L) as a sensitizer gave the following products (% yield): 1,2,3-trichlorobenzene (9.2), 1,2,4-trichlorobenzene (32.6), 1,3-dichlorobenzene (5.2), 1,4-dichlorobenzene (1.5), 2,2′,3,3′,4,4′,5-heptachlorobiphenyl (2.52), 2,2′,3,3′,4,5,6′- heptachlorobiphenyl (1.22), 10 hexachlorobiphenyls (3.50), five pentachlorobiphenyls (0.87), dichlorophenyl cyanide, two trichloroacetophenones, trichlorocyanophenol, (trichlorophenyl) acetonitriles, and 1-(trichlorophenyl)-2-propanone (Choudhry and Hutzinger, 1984). Without acetone, the identified photolysis products (% yield) included 1,2,3-trichlorobenzene (7.8), 1,2,4- trichlorobenzene (26.8), 1,2-dichlorobenzene (0.5), 1,3-dichlorobenzene (0.7), 1,4-dichloro-benzene (30.4), 1,2,3,5-tetrachlorobenzene (2.26), 1,2,4,5-tetrachlorobenzene (0.72), 2,2′,3,3′,4,4′,5- heptachlorobiphenyl (<0.01), and 2,2′,3,3′,4,5,6′-heptachlorobiphenyl (<0.01) (Choudhry and Hutzinger, 1984). The sunlight irradiation of 1,2,3,4-tetrachlorobenzene (20 g) in a 100-mL borosilicate glass-stoppered Erlenmeyer flask for 56 d yielded 4,280 ppm heptachlorobiphenyl (Uyeta et al., 1976).
Solubility in water
Soluble in acetic acid, ether, ligroin (Weast, 1986), and very soluble in many chlorinated solvents including chloroform, carbon tetrachloride, etc.
läuterung methode
Crystallise it from EtOH. [Beilstein 5 H 204, 5 II 156, 5 III 550, 5 IV 667.]

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