1,3,5-Trichlorobenzene

Base Information

• Chemical Name: 1,3,5-Trichlorobenzene
• CAS No.: 108-70-3
• Molecular Formula: C6H3Cl3
• Molecular Weight: 181.449
• Hs Code.: 29039990
• European Community (EC) Number: 203-608-6
• ICSC Number: 0344
• NSC Number: 4389
• UNII: 2HS4M0BX3C
• DSSTox Substance ID: DTXSID8026195
• Nikkaji Number: J2.427I
• Wikipedia: 1,3,5-Trichlorobenzene
• Wikidata: Q2031856
• Metabolomics Workbench ID: 143644
• ChEMBL ID: CHEMBL44228
• Mol file: 108-70-3.mol

Synonyms:1,3,5-trichlorobenzene

Chemical Property of 1,3,5-Trichlorobenzene

Chemical Property:

• Appearance/Colour: white to beige crystalline powder
• Vapor Pressure: 0.267mmHg at 25°C
• Melting Point: 63 °C
• Refractive Index: 1.567
• Boiling Point: 211.3 °C at 760 mmHg
• Flash Point: 126.7 °C
• PSA: 0.00000
• Density: 1.448 g/cm³
• LogP: 3.64680
• Storage Temp.: 0-6°C
• Solubility.: Soluble in benzene, ether, ligroin (Weast, 1986), glacial acetic acid, carbon disulfide, and petroleum ether (Windholz et al., 1983)
• Water Solubility.: Insoluble in water.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 179.930033
• Heavy Atom Count: 9
• Complexity: 63.3

Purity/Quality:

99% ^*data from raw suppliers

1,3,5-Trichlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-38-22-52/53
• Safety Statements: 26-36-36/37-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Chlorinated Aromatics
• Canonical SMILES: C1=C(C=C(C=C1Cl)Cl)Cl
• Recent ClinicalTrials: A Study of Tocilizumab and Methotrexate in Combination or as Monotherapy in Treatment-Na?ve Patients With Early Rheumatoid Arthritis
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance is irritating to the eyes and respiratory tract.
• Description: Trichlorobenzenes (TCBs) are synthetic chemicals that occur in three different isomeric forms. The three chlorinated cyclic aromatic isomers are 1,2,3-trichlorobenzene (1,2,3-TCB), 1,2,4-trichlorobenzene (1,2,4-TCB), and 1,3,5-trichlorobenzene (1,3,5-TCB). 1,2,4-TCB is one of the 188 chemicals designated as a hazardous air pollutant under the Clean Air Act.
• Uses: 1,3,5-Trichlorobenzene is used for someof these applications plus as a termite preparation and insecticide. These compounds are found as unintended by-products of the manufacture of the mono- and dichlorobenzenes. Trichlorobenzenes are primarily used as solvents in chemical manufacturing industries. 1,2,4-Trichlorobenzene is economically the most important isomer. 1,2,4-Trichlorobenzene is used as a solvent in chemical reactions to dissolve oils, waxes, and resins. Furthermore, it is also used as a dye carrier. 1,2,3- Trichlorobenzene is used as an intermediate for pesticides production, pigments, and dyes. 1,3,5-Trichlorobenzene is not marketed commercially and has very limited use as a chemical intermediate. Besides, trichlorobenzenes can also be used as degreasing agents, as septic tanks and drain cleaners, and as an ingredient in wood preservatives and abrasive formulations. Other minor uses include metal work, anticorrosive paint, and corrosion inhibitor in sprays. In the past, mixed isomers of trichlorobenzenes were used to control termites; however, their use has been discontinued. 1,3,5-Trichlorobenzene is an isomer of 1,2,4-Trichlorobenzene (T774220) which is a solvent in various organic chemical reactions.

Technology Process of 1,3,5-Trichlorobenzene

There total 85 articles about 1,3,5-Trichlorobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.2%

1-bromo-3,5-dichlorobenzene (19752-55-7) → 1,3,5-trichlorobenzene (108-70-3,63697-19-8)

Guidance literature:

With chlorine; sodium thiosulfate;

Reference yield: 95.0%

2,4,6-trichloroaniline (634-93-5) → 1,3,5-trichlorobenzene (108-70-3,63697-19-8)

Guidance literature:

With sulfuric acid; hypophosphorous acid; sodium nitrite; In water; at -5 - 25 ℃;

Reference yield: 91.0%

1,3-dibromo-5-chlorobenzene (14862-52-3) → 1,3,5-trichlorobenzene (108-70-3,63697-19-8)

Guidance literature:

With chlorine; sodium thiosulfate; In tetrachloromethane;

upstream raw materials:

pyridine

alpha-hexachlorocyclohexane

quinoline

1,3,5-trinitrobenzene

Downstream raw materials:

3,5-dichlorophenol

3,5-dichloroanisole

2,2',4,4',5',6-hexachlorobiphenyl

2,4,6,2',4',6'-hexachlorobiphenyl

Refernces

• 1、 Freeman, Peter K.,Ramnath, N.,Richardson, Alan D.. "Photochemistry of Polyhaloarenes. 8. The Photodechlorination of Pentachlorobenzene". . p. 3643 - 3646. Retrieved 1991.
• 2、 Mach, Martin H.,Bunnett, Joseph F.. "Participation of Oligochlorobenzenes in the Base-Catalyzed Halogen Dance". . p. 4660 - 4666. Retrieved 1980.
• 3、 Beurskens,Dekker,Van Den Heuvel,Swart,De Wolf,Dolfing. "Dechlorination of chlorinated benzenes by an anaerobic microbial consortium that selectively mediates the thermodynamic most favorable reactions". . p. 701 - 706. Retrieved 1994.
• 4、 Simagina,Stoyanova. "Hydrodechlorination of polychlorinated benzenes in the presence of a bimetallic catalyst in combination with a phase-transfer catalyst". . p. 38 - 39. Retrieved 2001.
• 5、 Zacheis,Gray,Kamat. "Radiolytic reduction of hexachlorobenzene in surfactant solutions: A steady-state and pulse radiolysis study". . p. 3401 - 3407. Retrieved 2000.
• 6、 Hachem, Mahmoud,Hoarau, Christophe,Schneider, Cédric. "Direct Stereoselective β-Arylation of Enol Ethers by a Decarboxylative Heck-Type Reaction". . . Retrieved 2020/04/15.