Hexachlorobenzene

Base Information

• Chemical Name: Hexachlorobenzene
• CAS No.: 118-74-1
• Deprecated CAS: 1135443-45-6
• Molecular Formula: C6Cl6
• Molecular Weight: 284.784
• Hs Code.: 2903920000
• European Community (EC) Number: 204-273-9
• ICSC Number: 0895
• NSC Number: 9243
• UN Number: 2729
• UNII: 4Z87H0LKUY
• DSSTox Substance ID: DTXSID2020682
• Nikkaji Number: J2.911D
• Wikipedia: Hexachlorobenzene
• Wikidata: Q409682
• NCI Thesaurus Code: C44388
• Metabolomics Workbench ID: 74829
• ChEMBL ID: CHEMBL228514
• Mol file: 118-74-1.mol

Synonyms:HCB;Hexachlorobenzene

Chemical Property of Hexachlorobenzene

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.000463mmHg at 25°C
• Melting Point: 227-229 °C(lit.)
• Refractive Index: 1.606
• Boiling Point: 324.499 °C at 760 mmHg
• Flash Point: 151.101 °C
• PSA: 0.00000
• Density: 1.767 g/cm³
• LogP: 5.60700
• Storage Temp.: APPROX 4°C
• Water Solubility.: Practically insoluble in water
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 283.810166
• Heavy Atom Count: 12
• Complexity: 104
• Transport DOT Label: Poison

Purity/Quality:

98% or more ^*data from raw suppliers

Hexachlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N,Xn,F,Xi
• Statements: 45-48/25-50/53-67-65-62-51/53-48/20-38-11-39/23/24/25-23/24/25-66-36/38-36
• Safety Statements: 53-45-60-61-62-36/37-33-29-16-9-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organochlorine Pesticides
• Canonical SMILES: C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)Cl
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Effects of Long Term Exposure: The substance may have effects on the liver and nervous system. This may result in impaired functions of organs and skin lesions. This substance is possibly carcinogenic to humans. Animal tests show that this substance possibly causes toxic effects upon human reproduction.
• Description: Hexachlorobenzene is a white crystalline solid. This compound does not occur naturally. It is formed as a by-product during the manufacture of chemicals used as solvents (substances used to dissolve other substances), other chlorine-containing compounds, and pesticides. Small amounts of hexachlorobenzene can also be produced during combustion processes such as burning of city wastes. It may also be produced as a by-product in waste streams of chlor-alkali and wood-preserving plants. Hexachlorobenzene was widely used as a pesticide until 1965. It was also used to make fireworks, ammunition, and synthetic rubber.
• Uses: Seed fungicide In organic syntheses. Formerly as agricultural fungicide. Hexachlorobenzene is used as a fungicideand as an intermediate in organic synthesis. No commercial uses of hexachlorobenzene as an end product in the United States were identified (ATSDR 2002). Previously, it was used as a seed-treatment fungicide for onions, sorghum, wheat, and other grains (IARC 1979). All registered pesticide uses in the United States were voluntarily cancelled in 1984 (ATSDR 2002). Hexachlorobenzene was also used as a chemical intermediate in dye manufacturing, in the synthesis of other organic chemicals, and in the production of pyrotechnic compositions for the military. It was used as a raw material for synthetic rubber, as a plasticizer for polyvinyl chloride, as a porosity controller in the manufacture of electrodes, and as a wood preservative (IARC 1979, ATSDR 2002).

Technology Process of Hexachlorobenzene

There total 277 articles about Hexachlorobenzene 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: 98.06%

m-xylene (108-38-3,104809-90-7) → tetrachloromethane (56-23-5) + hexachlorobenzene (118-74-1,67471-27-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); chlorine; aluminum oxide; molybdenum(VI) oxide; at 380 - 400 ℃; for 0.00277778h;

Reference yield: 96.3%

toluene (108-88-3,15644-74-3,16713-13-6) → tetrachloromethane (56-23-5) + hexachlorobenzene (118-74-1,67471-27-6)

Guidance literature:

With chlorine; aluminum oxide; molybdenum(VI) oxide; at 380 - 400 ℃; for 0.00277778h; other metal oxide catalysts;

Reference yield: 84.0%

toluene (108-88-3,15644-74-3,16713-13-6) → tetrachloromethane (56-23-5) + hexachlorobenzene (118-74-1,67471-27-6) + α,α,2,3,4,5,6-pentachlorotoluene (2136-78-9)

Guidance literature:

With chlorine; KSK silica gel; magnesium chloride; at 295 - 320 ℃; for 0.005h; other methal oxide and chloride catalysts;

upstream raw materials:

tetrachloromethane

2-Benzoylbenzoic acid

phthalic anhydride

benzophenone

Downstream raw materials:

N-pentachlorophenyl-hexanediyldiamine

N,N'-bis-pentachlorophenyl-hexanediyldiamine

1,2,4,5-tetrachloro-3,6-bis-pentylsulfanyl-benzene

Pentachlorophenol

Refernces

• 1、 Davis,McLean. "-". . p. 720,721. Retrieved 1938.
• 2、 Wikstroem,Tysklind,Marklund. "Influence of variation in combustion conditions on the primary formation of chlorinated organic micropollutants during municipal solid waste combustion". . p. 4263 - 4269. Retrieved 1999.
• 3、 Errede, L. A.,Cassidy, J. P.. "-". . p. 69 - 72. Retrieved 1963.
• 4、 Taylor, Philip H.,Wehrmeier, Andreas,Sidhu, Sukh S.,Lenoir, Dieter,Schramm,Kettrup. "Copper-catalyzed chlorination and condensation of acetylene and dichloroacetylene". . p. 1297 - 1303. Retrieved 2000.
• 5、 Kadunce,Lamoureux. "". . p. 459,460,461. Retrieved 1976.
• 6、 Fokin, A. V.. "SOME CHLORINE FLUOROSULFONATE AND PEROXYDISULFURYL-DIFLUORIDE REACTIONS". . p. 565 - 566. Retrieved 1980.
• 7、 Bigelow et al.. "-". . p. 4614,4617. Retrieved 1933.
• 8、 Kharasch,Read. "-". . p. 3089,3091. Retrieved 1939.
• 9、 Liljelind, Per,Unsworth, John,Maaskant, Onno,Marklund, Stellan. "Removal of dioxins and related aromatic hydrocarbons from flue gas streams by adsorption and catalytic destruction". . p. 615 - 623. Retrieved 2001.
• 10、 Fokin, A. V.,Nikolaeva, A. D.,Studnev, Yu. N.,Proshin, N. A.,Leonov, A. G.. "CHLORINATION OF SOME BENZENE DERIVATIVES BY CHLORINE FLUOSULFATE". . p. 1034 - 1035. Retrieved 1982.