3,3',5,5'-Tetrachlorobiphenyl

Base Information

• Chemical Name: 3,3',5,5'-Tetrachlorobiphenyl
• CAS No.: 33284-52-5
• Molecular Formula: C12H6 Cl4
• Molecular Weight: 291.992
• Hs Code.: 2903999090
• European Community (EC) Number: 623-778-9
• NSC Number: 113288
• UN Number: 2315
• UNII: M8CJF43Q12
• DSSTox Substance ID: DTXSID4058657
• Nikkaji Number: J126.388I
• Wikidata: Q27116479
• Metabolomics Workbench ID: 55111
• ChEMBL ID: CHEMBL160213
• Mol file: 33284-52-5.mol

Synonyms:3,3',5,5'-TETRACHLOROBIPHENYL;33284-52-5;Kanechlor 400;3,5,3',5'-Tetrachlorobiphenyl;KC 400;3,3',5,5'-Tetrachlorodiphenyl;12737-87-0;1,1'-Biphenyl, 3,3',5,5'-tetrachloro-;12672-29-6;AROCLOR 1248;Kaneclor 400;3,3',5,5'-Tetrachloro-1,1'-biphenyl;1,3-dichloro-5-(3,5-dichlorophenyl)benzene;Biphenyl, 3,3',5,5'-tetrachloro-;PCB 80;KC-400;NSC 113288;Arochlor 1248;Chlorodiphenyl (48% Cl);UNII-M8CJF43Q12;Pcb-1248;M8CJF43Q12;1,1'-Biphenyl,3,3',5,5'-tetrachloro-;CHEBI:35445;HSDB 6356;AROCLOR 1248, 1X1ML, ISO, 1UG/ML;PCB 1248;NSC-113288;3,3/',5,5/'-Tetrachlorobiphenyl;aroclor-1248;PCB Aroclor 1248;3,5,5'-Tetrachlorobiphenyl;3,5,5'-Tetrachlorodiphenyl;SCHEMBL463754;3,3',5'-Tetrachlorobiphenyl;CHEMBL160213;PCB-80;DTXSID4058657;3,3',5,5'-Tetrachlorbiphenyl;Biphenyl,3',5,5'-tetrachloro-;1, 3,3',5,5'-tetrachloro-;3,5,3',5'-Tetrachloro-Biphenyl;NSC113288;3,3,5,5-TETRACHLOROBIPHENYL;AKOS040752245;LS-7469;LS-44552;3,5,3',5'-Tetrachloro-Biphenyl(35Tcb);Biphenyl, 3,3',5,5'-tetrachloro- (8CI);1,1'-Biphenyl, 3,3',5,5'-tetrachloro- (9CI);J-005425;Q27116479

Chemical Property of 3,3',5,5'-Tetrachlorobiphenyl

Chemical Property:

• Melting Point: 164°C
• Refractive Index: 1.6120 (rough estimate)
• Boiling Point: 382.9°Cat760mmHg
• Flash Point: 190°C
• PSA: 0.00000
• Density: 1.441g/cm³
• LogP: 5.96720
• Water Solubility.: 1.232ug/L(25 oC)
• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 291.919411
• Heavy Atom Count: 16
• Complexity: 189
• Transport DOT Label: Class 9

Purity/Quality:

98%min ^*data from raw suppliers

3,3'',5,5''-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=C(C=C(C=C1Cl)Cl)C2=CC(=CC(=C2)Cl)Cl
• Uses: 3,3'',5,5''-Tetrachlorobiphenyl is a polychlorinated biphenyl (PCB) congeners.

Technology Process of 3,3',5,5'-Tetrachlorobiphenyl

There total 3 articles about 3,3',5,5'-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: 89.0%

(3,5-dichlorophenyl)boronic acid (67492-50-6) → 3,5,3',5'-tetrachlorobiphenyl (33284-52-5)

Guidance literature:

With potassium acetate; silver(l) oxide; In methanol; at 40 ℃; for 20h;

DOI:10.1016/j.tet.2016.09.035

Reference yield: 44.0%

1-bromo-3,5-dichlorobenzene (19752-55-7) + (3,5-dichlorophenyl)boronic acid (67492-50-6) → 3,5,3',5'-tetrachlorobiphenyl (33284-52-5)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; for 48h; Heating;

DOI:10.1021/jo062543i

Reference yield:

3-(3,5-dichlorophenyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane + aniline (62-53-3) → 3,5,3',5'-tetrachlorobiphenyl (33284-52-5) + (3,5-dichlorophenyl)phenylamine (105836-68-8)

Guidance literature:

With potassium fluoride; copper diacetate; sodium carbonate; In dimethyl sulfoxide; at 65 ℃; for 16h; Reagent/catalyst; Temperature;

DOI:10.1021/acs.orglett.6b02543

upstream raw materials:

1-bromo-3,5-dichlorobenzene

(3,5-dichlorophenyl)boronic acid

aniline

Refernces

• 1、 Li, Xing,Li, Dongjun,Bai, Yana,Zhang, Congxia,Chang, Honghong,Gao, Wenchao,Wei, Wenlong. "Homocoupling reactions of terminal alkynes and arylboronic compounds catalyzed by in situ formed Al(OH)3-supported palladium nanoparticles". supporting information. p. 6996 - 7002. Retrieved 2016/10/14.
• 2、 Kirai, Naohiro,Yamamoto, Yoshihiko. "Homocoupling of arylboronic acids catalyzed by 1,10-phenanthroline-ligated copper complexes in air". experimental part. p. 1864 - 1867. Retrieved 2009/08/17.