634-90-2

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 NO: 634-90-2
• Molecular Formula: C₆H₂Cl₄
• Molecular Weight: 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
• Article Data: 15

Chemical Properties

• Melting Point: 54.5°C
• Boiling Point: 246°C
• Flash Point: 113 °C
• Appearance: White crystals or off-white solid
• Density: 1.5578 (estimate)
• Vapor Pressure: 0.0363mmHg at 25°C
• Refractive Index: 1.5348 (estimate)
• Storage Temp.: APPROX 4°C
• Solubility: Soluble in alcohol, benzene, ether, and ligroin (Weast, 1986)
• Water Solubility: 4.016mg/L(25 oC)
• BRN: 1618864
• CAS DataBase Reference: 1,2,3,5-Tetrachlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,5-Tetrachlorobenzene(634-90-2)
• EPA Substance Registry System: 1,2,3,5-Tetrachlorobenzene(634-90-2)

Safety Data

• Hazard Codes: Xn,T,F
• 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
• Hazardous Substances Data: 634-90-2(Hazardous Substances Data)

Usage

Description

1,2,3,5-TETRACHLOROBENZENE is a white crystalline or off-white solid that is a type of tetrachlorobenzene with chloro groups at positions 1, 2, 3, and 5. It is a chemical compound with a specific structure that has various applications across different industries.

Uses

Used in Chemical Industry:
1,2,3,5-TETRACHLOROBENZENE is used as an intermediate for the production of various chemicals, such as dyes, pesticides, and pharmaceuticals. Its unique structure allows it to be a versatile building block in the synthesis of these compounds.
Used in Plastics and Rubber Industry:
1,2,3,5-TETRACHLOROBENZENE is used as an additive in the plastics and rubber industry to enhance the properties of the materials, such as improving their resistance to heat, light, and chemicals.
Used in Pharmaceutical Industry:
1,2,3,5-TETRACHLOROBENZENE is used as a starting material for the synthesis of certain pharmaceutical compounds, taking advantage of its specific chemical structure to create drugs with desired therapeutic properties.
Used in Dye Industry:
1,2,3,5-TETRACHLOROBENZENE is used as a precursor in the production of various dyes, particularly those with specific color properties and stability.
Used in Pesticide Industry:
1,2,3,5-TETRACHLOROBENZENE is used as a component in the formulation of certain pesticides, leveraging its chemical properties to enhance the effectiveness of these products in controlling pests.

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-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 Methods

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

Upstream product

• 1890-41-1 optically inactive 1,2,3,4,5,6-hexachloro-cyclohexene 
• 108-90-7 chlorobenzene 
• 95-94-3 1,2,4,5-tetrachlorobenzene 
• 608-93-5 pentachlorobenzene 
• 7705-08-0 iron(III) chloride 
• 88-06-2 2,4,6-Trichlorophenol 
• 7719-12-2 phosphorus trichloride 
• 6782-83-8 pentachloro(trimethylsilyl)benzene 
• 18713-24-1 Pentachlorphenyl-dimethylsilan 
• 861529-67-1 3,5-dibromo-4-dichlorophosphoryloxy-benzenesulfonyl chloride 
• 62-53-3 aniline 
• 95-50-1 1,2-dichloro-benzene 
• 118-74-1 hexachlorobenzene 
• 27093-67-0 2,4,6-trichloro-benzenediazonium; chloride 

Downstream Products

• 2136-96-1 1,2,3,5-tetrachloro-4,6-bis-dichloromethyl-benzene 
• 126278-82-8 2,3,4,6-tetrachloro-1-(trifluoromethyl)benzene 
• 89165-38-8 Octyl 2,3,5-trichlorophenyl sulfide 
• 87-40-1 2,4,6-trichloroanisole 
• 54135-81-8 2,3,5-trichloroanisole 
• 70416-07-8 1,2,4,6-tetrakis(isopropylthio)benzene 
• 108-90-7 chlorobenzene 
• 71-43-2 benzene 
• 95-94-3 1,2,4,5-tetrachlorobenzene 
• 108-70-3 1,3,5-trichlorobenzene 
• 608-93-5 pentachlorobenzene 
• 120-82-1 1,2,4-Trichlorobenzene 
• 87-61-6 1,2,3-trichlorobenzene 
• 106-46-7 para-dichlorobenzene 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF ORGANIC HALIDES

The present invention provides a halo-de-carboxylation process for the preparation of organic chlorides, organic bromides and mixtures thereof, from their corresponding carboxylic acids, using a chlorinating agent selected from trichloroisocyanuric acid (TCCA), dichloroisocyanuric acid (DCCA), or combination thereof, and a brominating agent.

Reactions of 2,4,6-trichlorophenol on model fly ash: Oxidation to CO and CO2, condensation to PCDD/F and conversion into related compounds

Thermal treatment of 2,4,6-trichlorophenol on a magnesium silicate-based model fly ash in the temperature range between 250°C and 400°C leads predominantly to carbon monoxide and carbon dioxide. The fraction of 2,4,6-trichlorophenol which is oxidized to CO and CO2 increases from 3% at 250°C to 75% at 400°C. Further products are polychlorinated benzenes, dibenzo-p-dioxins, dibenzofurans and phenols. The homologue and isomer patterns of the chlorobenzenes suggest chlorination in the ipso-position of the trichlorophenol. The formation of PCDD from 2,4,6-trichlorophenol and 2,3,4,6-tetrachlorophenol on municipal solid waste incinerator fly ashes and model fly ash were compared and the reaction order calculated.

DEHALOGENATION OF CHLOROBENZENES WITH SODIUM DIHYDRIDOBIS(2-METHOXYETHOXO)ALUMINATE

The dehalogenation of a series of 9 mono- to pentachlorinated benzenes with the title hydride in toluene has been found to be first order in the substrate and half order in the hydride.The reactivities of the chlorobenzenes, expressed by rate constants for the first-step dehalogenation, increased with increasing number of chlorine atoms over three orders of magnitude.The rate data revealed the unexpected acceleration of benzene formation during exhaustive dehalogenation of the higher chlorinated benzenes.For comparison, dehalogenation of several isomeric dibromobenzenes and bromochlorobenzenes with the same hydride and the product distribution for the dehalogenation of some chlorobenzenes with LiAlH4 are also reported.