2,2',4,4',5,5'-Hexachlorobiphenyl

Base Information

• Chemical Name: 2,2',4,4',5,5'-Hexachlorobiphenyl
• CAS No.: 35065-27-1
• Molecular Formula: C12H4 Cl6
• Molecular Weight: 360.882
• Hs Code.: 2903999090
• European Community (EC) Number: 621-381-5
• UNII: ZRU0C9E32O
• DSSTox Substance ID: DTXSID2032180
• Nikkaji Number: J36.115A
• Wikidata: Q27115899
• Metabolomics Workbench ID: 54932
• ChEMBL ID: CHEMBL14377
• Mol file: 35065-27-1.mol

Synonyms:2,2',4,4',5,5'-hexachloro-1,1'-biphenyl;2,2',4,4',5,5'-hexachlorobiphenyl;2,4,5,2',4',5'-hexachlorobiphenyl;CB-153;PCB 153;PCB-153;PCB153

Chemical Property of 2,2',4,4',5,5'-Hexachlorobiphenyl

Chemical Property:

• Appearance/Colour: colourless liquid
• Melting Point: 103-104ºC
• Refractive Index: 1.6270 (rough estimate)
• Boiling Point: 396.2 °C at 760 mmHg
• Flash Point: 193.2 °C
• PSA: 0.00000
• Density: 1.593 g/cm³
• LogP: 7.27400
• Storage Temp.: 2-8°C
• Water Solubility.: 0.8625ug/L(25 oC)
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 359.841466
• Heavy Atom Count: 18
• Complexity: 258

Purity/Quality:

99%, ^*data from raw suppliers

2,2'',4,4'',5,5''-Hexachlorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): FXiNXn
• Hazard Codes: F,Xi,N,Xn
• Statements: 11-36/37/38-50/53-33-67-65-38
• Safety Statements: 16-26-33-36-61-60-35-62-29-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=C(C(=CC(=C1Cl)Cl)Cl)C2=CC(=C(C=C2Cl)Cl)Cl

Technology Process of 2,2',4,4',5,5'-Hexachlorobiphenyl

There total 9 articles about 2,2',4,4',5,5'-Hexachlorobiphenyl 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: 52.0%

bromobenzene (108-86-1,52753-63-6) + 1,2,4,5-tetrachlorobenzene (95-94-3) → biphenyl (92-52-4,1594-86-1) + 2,4,5-trichlorobiphenyl (15862-07-4) + 2,2',4,4',5,5'-Hexachlorobiphenyl (35065-27-1,51908-10-2)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; for 0.333333h; cooling;

With zinc(II) chloride; In tetrahydrofuran; hexane; at 20 ℃; for 0.333333h;

1,2,4,5-tetrachlorobenzene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; for 24h; Heating;

DOI:10.1007/s11172-005-0342-0

Reference yield:

→ 2,4,4'-Trichlorobiphenyl (7012-37-5) + 2,4',5-Trichlorobiphenyl (16606-02-3) + 2,2',4,4',5,5'-Hexachlorobiphenyl (35065-27-1,51908-10-2) + 2,2',5,5'-Tetrachlorobiphenyl (35693-99-3,80333-68-2) + 2',3,4-trichlorobiphenyl (38444-86-9) + 2,3,3',4,4'-pentachlorobiphenyl (32598-14-4) + 2,3,3',4,4',5,6-heptachlorobiphenyl (41411-64-7) + 2,3',4,4'-terachlorobiphenyl (32598-10-0) + 2,3',4,4',5-Pentachlorobiphenyl (31508-00-6) + 2,5,2'-trichlorobiphenyl (37680-65-2) + 2,5,3',4'-tetrachlorobiphenyl (32598-11-1) + 2,3,6,2',5'-pentachlorobiphenyl (38379-99-6,151262-34-9,151262-35-0) + 2,3,3',4,4',5-Hexachlorobiphenyl (38380-08-4) + PCB 149 (38380-04-0) + 2,2',3,3',4,4',5-Heptachlorobiphenyl (35065-30-6) + PCB 194 (35694-08-7) + 2,2',3,3',4,4',5',6-Octachlorobiphenyl (42740-50-1,207004-35-1,177020-15-4,177020-16-5) + 2,2',3,3',4,4',5,5',6-Nonachlorobiphenyl (40186-72-9) + 2,2',3,5'-Tetrachlorobiphenyl (41464-39-5) + 2,3,3',4',6-Pentachlorobiphenyl (38380-03-9) + 2,2',4,5,5'-Pentachlorobiphenyl (37680-73-2) + 2,2',3,4,4',5'-Hexachlorobiphenyl (35065-28-2) + 2,2',3,4,4',5,5'-Heptachlorobiphenyl (35065-29-3) + PCB 174 (38411-25-5) + 2,2',3,4',5,5',6-Heptachlorobiphenyl (52663-68-0) + 2,2',3,3',4',5,5',6-octachlorobiphenyl (52663-75-9) + 2,3,3'-trichlorobiphenyl (38444-84-7) + 2,2',3,4',5-pentachlorobiphenyl (68194-07-0) + 2,2',3,4,4',5,5',6-octachlorobiphenyl (52663-76-0)

Guidance literature:

Purification / work up;

Reference yield:

2,4,5-trichloroiodobenzene (7145-82-6) → 2,2',4,4',5,5'-Hexachlorobiphenyl (35065-27-1,51908-10-2)

Guidance literature:

With copper; In N,N-dimethyl-formamide; Heating;

DOI:10.1016/0045-6535(95)00140-4

upstream raw materials:

2,4,5-trichloroaniline

2,2',5,5'-tetrachloro-4,4'-diaminobiphenyl

2,4,5-trichloroiodobenzene

2,2',3,4,4',5,5'-Heptachlorobiphenyl

Downstream raw materials:

2-chloro-1,1'-biphenyl

2,4,5-trichlorobiphenyl

PCB 7

2,4,5,2'-tetrachlorobiphenyl

Refernces

• 1、 Safe,S.,Hutzinger,O.. "-". . p. 686 - 691. Retrieved 1972.
• 2、 Gorbunova,Pervova,Saloutin,Chupakhin. "Reactivity features of polychlorobiphenyl congeners in the nucleophilic substitution reactions". experimental part. p. 138 - 143. Retrieved 2012/06/04.
• 3、 Burukin,Vasil'ev,Chizhov,Zlotin. "Cross-coupling of polychloroarenes with phenylboronic acid and organozinc compounds catalyzed by palladium complexes". . p. 970 - 974. Retrieved 2007/10/03.