1,2,3,5-Tetrachlorobenzene CAS 634-90-2

Introduction：Basic information about 1,2,3,5-Tetrachlorobenzene CAS 634-90-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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;Pesticides&Metabolites;Q-ZAlphabetic;Single Component Standards for MISA AnalysesVolatiles/ Semivolatiles;Alpha Sort;Canada;International Standards;TA - TE;T-ZAlphabetic
• Mol File: 634-90-2.mol

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)
• color: White to Almost white
• Water Solubility: 4.016mg/L(25 ºC)
• BRN: 1618864
• Henry's Law Constant: 58.0 at 25 °C (gas stripping-GC, Shiu and Mackay, 1997)
• Major Application: agriculture environmental
• InChI: 1S/C6H2Cl4/c7-3-1-4(8)6(10)5(9)2-3/h1-2H
• InChIKey: QZYNWJQFTJXIRN-UHFFFAOYSA-N
• SMILES: Clc1cc(Cl)c(Cl)c(Cl)c1
• CAS DataBase Reference: 634-90-2(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2,3,5-tetrachloro-(634-90-2)
• EPA Substance Registry System: 1,2,3,5-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
• TSCA: TSCA listed
• HS Code: 2903.99.8001
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1
• Hazardous Substances Data: 634-90-2(Hazardous Substances Data)
• Toxicity: Acute oral LD50 for rats 1,727 mg/kg (quoted, RTECS, 1985).

1,2,3,5-Tetrachlorobenzene Usage And Synthesis

Chemical Properties

White crystals, melting point 51-52°C.

Uses

1,2,3,5-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.

Definition

ChEBI: A tetrachlorobenzene carrying chloro groups at positions 1, 2, 3 and 5.

General Description

White crystals or off-white solid.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Simple 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 Hazard

ACUTE/CHRONIC HAZARDS: 1,2,3,5-Tetrachlorobenzene may cause irritation on contact.

Fire Hazard

1,2,3,5-Tetrachlorobenzene is probably combustible.

Environmental fate

Biological. A mixed culture of soil bacteria or a Pseudomonas sp. transformed 1,2,3,5-tetrachlorobenzeneto 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 atrelative molar yields of 7 and 93%, respectively. The maximum dechlorination rate, based on therecommended 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 anacetonitrile-water mixture containing acetone (0.553 mM/L) as a sensitizer gave the followingproducts (% 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 identifiedphotolysis 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 Methods

Crystallise it from EtOH. [Beilstein 5 II 157, 5 III 551, 5 IV 668.]

Toxics Screening Level

The final ITSL for 1,2,3,5-TeCB is 12 μg/m3 (24-hour average). The Initial Threshold Screening Level for 1,2,3,5-tetrachlorobenzene is 12 μg/m3 with annualaveraging time.

1,2,3,5-Tetrachlorobenzene Preparation Products And Raw materials

• Raw materials: Cyclohexene, 1,2,3,4,5,6-hexachloro-, (3alpha,4beta,5beta,6alpha)--->Cyclohexene, 1,2,3,4,5,6-hexachloro--->1,2,3,4-Tetrachlorobenzene-->1-BROMO-2,4,6-TRICHLOROBENZENE-->2,4,6-Trichlorophenylhydrazine-->2,2',4,4',6,6'-HEXACHLOROBIPHENYL-->Methanol-->Dimethyl malonate-->2,4,6-Trichloroaniline-->1,3,5-Trichlorobenzene
• Preparation Products: 2,4,5-Trichlorophenol-->1,2,4,5-Tetrachlorobenzene