1,2,3,5-Tetrachlorobenzene

1,2,3,5-Tetrachlorobenzene Basic information
Product Name:1,2,3,5-Tetrachlorobenzene
Synonyms:1,2,3,5-tcb;1,2,3,5-tetrachloro-benzen;1,2,4,6-tetrachlorobenzene;benzene,1,2,3,5-tetrachloro-;chlorinatedbenzenes,tri-,tetra-andpenta-;tetrachloro1,2,3,5-benzene;1,2,3,5-TETRACHLOROBENZENE OEKANAL, 250;1,2,3,5-TETRACHLOROBENZENE, 1X1ML MEOH 2 000UG/ML
CAS:634-90-2
MF:C6H2Cl4
MW:215.89
EINECS:211-217-7
Product Categories:FINE Chemical & INTERMEDIATES;Benzene derivates;Single Component Standards for MISA AnalysesVolatiles/ Semivolatiles;Alpha Sort;Pesticides&Metabolites;Q-ZAlphabetic;Canada;International Standards;TA - TE;T-ZAlphabetic
Mol File:634-90-2.mol
1,2,3,5-Tetrachlorobenzene Structure
1,2,3,5-Tetrachlorobenzene Chemical Properties
Melting point 54.5°C
Boiling point 246°C
density 1.5578 (estimate)
vapor pressure 0.07 at 25 °C (extrapolated, Mackay et al., 1982)
refractive index 1.5348 (estimate)
Fp 113 °C
storage temp. APPROX 4°C
solubility Soluble in alcohol, benzene, ether, and ligroin (Weast, 1986)
form neat
color White to Almost white
Water Solubility 4.016mg/L(25 ºC)
BRN 1618864
Henry's Law Constant58.0 at 25 °C (gas stripping-GC, Shiu and Mackay, 1997)
CAS DataBase Reference634-90-2(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1,2,3,5-tetrachloro-(634-90-2)
EPA Substance Registry System1,2,3,5-Tetrachlorobenzene (634-90-2)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 22-39/23/24/25-23/24/25-11
Safety Statements 22-24/25-45-36/37-16-7
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS DB9445000
HS Code 2903.99.8001
Hazardous Substances Data634-90-2(Hazardous Substances Data)
ToxicityAcute oral LD50 for rats 1,727 mg/kg (quoted, RTECS, 1985).
MSDS Information
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1,2,3,5-Tetrachlorobenzene English
1,2,3,5-Tetrachlorobenzene Usage And Synthesis
Uses1,2,3,5-Tetrachlorobenzene is used in the synthesis of several organic compounds including that of polyarylated benzenes by multiple Suzuki-Miyaura reactions. It was used as part of study which investigated the antimicrobial activity of tetra substituted benzene derivatives which suggested antimicrobial activity tended to decrease with increasing size of halogen substituents.
DefinitionChEBI: A tetrachlorobenzene carrying chloro groups at positions 1, 2, 3 and 5.
General DescriptionWhite crystals or off-white solid.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileSimple aromatic halogenated organic compounds, such as 1,2,3,5-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. 1,2,3,5-Tetrachlorobenzene may react with oxidizers. .
Health HazardACUTE/CHRONIC HAZARDS: 1,2,3,5-Tetrachlorobenzene may cause irritation on contact.
Fire Hazard1,2,3,5-Tetrachlorobenzene is probably combustible.
Environmental fateBiological. A mixed culture of soil bacteria or a Pseudomonas sp. transformed 1,2,3,5-tetrachlorobenzene to 2,3,4,6-tetrachlorophenol (Ballschiter and Scholz, 1980). The half-life of 1,2,3,5- tetrachlorobenzene in an anaerobic enrichment culture was 1.8 d (Beurskens et al., 1993).
In an enrichment culture derived from a contaminated site in Bayou d’Inde, LA, 1,2,3,5- tetrachlorobenzene underwent reductive dechlorination to 1,2,4- and 1,3,5-trichlorobenzene at relative molar yields of 7 and 93%, respectively. The maximum dechlorination rate, based on the recommended Michaelis-Menten model, was 94 nM/d (Pavlostathis and Prytula, 2000).
Photolytic. Irradiation (λ ≥285 nm) of 1,2,3,5-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 (5.3), 1,2,4-trichlorobenzene (4.9), 1,3,5-trichlorobenzene (49.3), 1,3-dichlorobenzene (1.8), 2,3,4,4′,5,5′,6-heptachlorobiphenyl (1.41), 2,2′,3,4,4′,6,6′- heptachlorobiphenyl (1.10), 2,2′,3,3′,4,5′,6-heptachlorobiphenyl (4.50), four hexachlorobiphenyls (4.69), one pentachlorobiphenyl (0.64), trichloroacetophenone, 1-(trichlorophenyl)-2-propanone, and (trichlorophenyl)acetonitrile (Choudhry and Hutzinger, 1984). Without acetone, the identified photolysis products (% yield) included 1,2,3-trichlorobenzene (trace), 1,2,4-trichlorobenzene (24.3), 1,3,5-trichlorobenzene (11.7), 1,3-dichlorobenzene (0.5), 1,4-dichlorobenzene (3.3), pentachlorobenzene (1.43), 1,2,3,4-tetrachlorobenzene (5.99), two heptachlorobiphenyls (1.40), two hexachlorobiphenyls (<0.01), and one pentachlorobiphenyl (0.75) (Choudhry and Hutzinger, 1984).
Purification MethodsCrystallise it from EtOH. [Beilstein 5 II 157, 5 III 551, 5 IV 668.]
1,2,3,5-Tetrachlorobenzene FTHALIDE PENTACHLOROPHENOL DODECANOATE 1,3-Dicyano-2,4,5,6-tetrachlorobenzene,tetrachlorobenzene-1,3-dicarbonitril 1-Hydroxy-2,3,4,6-tetrachlorobenzene Pentachloroaniline Quintozine PENTACHLOROBENZENE 2,3,4,5,6-PENTACHLORO(TRIFLUOROMETHYL) BENZENE p-Dichlorobenzene 1,2,4-Trichlorobenzene 1,3-Dichlorobenzene Pentachlorophenol Chlorphenamine maleate HexanitrodiphenylaMine 2,4-Dichlorobenzyl chloride 1,2-Dichlorobenzene PENTACHLOROTHIOANISOLE

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