2,2',6,6'-Tetrachlorobiphenyl

Base Information

• Chemical Name: 2,2',6,6'-Tetrachlorobiphenyl
• CAS No.: 15968-05-5
• Molecular Formula: C12H6 Cl4
• Molecular Weight: 291.992
• Hs Code.: 2903999090
• European Community (EC) Number: 690-372-6
• UNII: 1150VTX8QQ
• DSSTox Substance ID: DTXSID0065983
• Nikkaji Number: J147.957A
• Wikidata: Q27251257
• ChEMBL ID: CHEMBL82258
• Mol file: 15968-05-5.mol

Synonyms:2,2',6,6'-TCB;2,2',6,6'-tetrachlorobiphenyl

Chemical Property of 2,2',6,6'-Tetrachlorobiphenyl

Chemical Property:

• Melting Point: 198°C
• Refractive Index: 1.6120 (rough estimate)
• Boiling Point: 316.8°Cat760mmHg
• Flash Point: 141.1°C
• PSA: 0.00000
• Density: 1.441g/cm³
• LogP: 5.96720
• Water Solubility.: 11.88ug/L(25 oC)
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 291.919411
• Heavy Atom Count: 16
• Complexity: 189

Purity/Quality:

98%Min ^*data from raw suppliers

2,2'',6,6''-Tetrachlorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)C2=C(C=CC=C2Cl)Cl)Cl
• Uses: 2,2'',6,6''-Tetrachlorobiphenyl is a polychlorinated biphenyl (PCB) congeners.

Technology Process of 2,2',6,6'-Tetrachlorobiphenyl

There total 9 articles about 2,2',6,6'-Tetrachlorobiphenyl 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: 59.0%

1,3-dichloro-2-iodobenzene (19230-28-5) → 2,2',6,6'-tetrachlorobiphenyl (15968-05-5)

Guidance literature:

With copper; at 230 ℃; for 288h;

DOI:10.1080/00304949709355248

Reference yield: 52.0%

1,3-Dichlorobenzene (541-73-1) → 2,2',6,6'-tetrachlorobiphenyl (15968-05-5)

Guidance literature:

1,3-Dichlorobenzene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;

With copper(l) cyanide; lithium chloride; In tetrahydrofuran; for 1.5h; Inert atmosphere;

With p-benzoquinone; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1039/c5cc06548h

Reference yield:

→ 33'44'55'-hexachlorinated biphenyl (32774-16-6) + 2,2',3,3',4,5,5',6,6'-nonachlorobiphenyl (52663-77-1) + 33'44'-tetrachlorinated biphenyl (32598-13-3) + 2,2',6,6'-tetrachlorobiphenyl (15968-05-5) + 2,4,6,2',4',6'-hexachlorobiphenyl (33979-03-2) + 2,2',3,3',5,5',6,6'-octachlorobiphenyl (2136-99-4) + 2,2',6-trichlorobiphenyl (38444-73-4) + 2,2',3,3',4,4',5,5',6-Nonachlorobiphenyl (40186-72-9) + 3,4,4'-trichlorobiphenyl (38444-90-5) + 33'44'5-pentachlorinated biphenyl (57465-28-8) + PCB 104 (56558-16-8) + 2,2',3,3',4,6,6'-heptachlorobiphenyl (52663-65-7) + 2,3,3',4,4',5,5'-heptachlorobiphenyl (39635-31-9)

Guidance literature:

Purification / work up;

upstream raw materials:

2,6,2',6'-tetrachloro-benzidine

1,3-dichloro-2-iodobenzene

2,6-Dichloroaniline

3,5-dichloro-1-nitrobenzene

Downstream raw materials:

biphenyl

2,2',3,3',6,6'-hexachlorobiphenyl

2,2',3,6,6'-Pentachlorobiphenyl

PCB 104

Refernces

• 1、 Praz, Jézabel,Graff, Julien,Egger, Léo,Guénée, Laure,Wagschal, Simon,Kündig, E. Peter,Alexakis, Alexandre. "Asymmetric bromine-lithium exchange: On the importance of both the diamine ligand and the organolithium reagent". supporting information. p. 16912 - 16915. Retrieved 2015/11/27.
• 2、 Bolgar,et al.. "Physical, spectral and chromatographic properties of all 209 individual PCB congeners". . p. 2687 - 2705. Retrieved 2007/10/03.