2,4,4'-Trichlorobiphenyl

Base Information

• Chemical Name: 2,4,4'-Trichlorobiphenyl
• CAS No.: 7012-37-5
• Molecular Formula: C12H7 Cl3
• Molecular Weight: 257.547
• European Community (EC) Number: 230-293-2
• UNII: 844ODP31Q0
• DSSTox Substance ID: DTXSID2038310
• Nikkaji Number: J147.962H
• Wikidata: Q27269486
• Metabolomics Workbench ID: 156012
• Mol file: 7012-37-5.mol

Synonyms:2,4,4'-TCB;2,4,4'-trichlorobiphenyl;PCB 28;PCB-28

Chemical Property of 2,4,4'-Trichlorobiphenyl

Chemical Property:

• Melting Point: 206-207℃
• Refractive Index: 1.6040 (rough estimate)
• Boiling Point: 330.3oC at 760 mmHg
• Flash Point: 100 °C
• PSA: 0.00000
• Density: 1.351g/cm3
• LogP: 5.31380
• Storage Temp.: 2-8°C
• Water Solubility.: 116ug/L(25 oC)
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 255.961333
• Heavy Atom Count: 15
• Complexity: 199

Purity/Quality:

98%Min ^*data from raw suppliers

2,4,4''-Trichlorobiphenyl ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=C(C=C(C=C2)Cl)Cl)Cl

Technology Process of 2,4,4'-Trichlorobiphenyl

There total 16 articles about 2,4,4'-Trichlorobiphenyl 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: 98.0%

1-bromo-2,4-dichlorobenzene (1193-72-2) + 4-Chlorophenylboronic acid (1679-18-1) → 2,4,4'-Trichlorobiphenyl (7012-37-5)

Guidance literature:

With C₂₀H₂₉Cl₂N₅O₂Pd; potassium carbonate; In ethanol; at 78 - 83 ℃; for 2.5h;

DOI:10.1134/S1070363217080023

Reference yield: 95.0%

2,4-dichloro-1-iodo-benzene (29898-32-6) + 4-Chlorophenylboronic acid (1679-18-1) → 2,4,4'-Trichlorobiphenyl (7012-37-5)

Guidance literature:

2,4-dichloro-1-iodo-benzene; 4-Chlorophenylboronic acid; With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 25 ℃; for 12h;

With dihydrogen peroxide; In benzene; at 25 ℃; for 0.75h;

DOI:10.1002/ejoc.200500553

Reference yield: 95.0%

di-(p-chlorophenyl)borinic acid (89566-59-6) + 2,4-dichlorobenzenediazonium tetrafluoroborate (21872-70-8) → 2,4,4'-Trichlorobiphenyl (7012-37-5)

Guidance literature:

With palladium diacetate; In tert-butyl alcohol; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2019.151491

upstream raw materials:

4,4',6-Trichlor-2'-carboxy-biphenyl

1-Chloro-4-iodobenzene

2,4-dichloro-1-iodo-benzene

1-bromo-2,4-dichlorobenzene

Downstream raw materials:

2,4'-dichlorobiphenyl

4,4'-dichlorobiphenyl

PCB 7

4,4'-Dichlor-2-biphenylcarbonsaeure

Refernces

• 1、 Kostenko,Eliseenkov,Petrov. "Regularities of Pd/C-catalyzed reduction of trichlorobiphenyls with 2-propanol in basic medium". . p. 1656 - 1662. Retrieved 2017/09/25.
• 2、 Kylmaelae, Tuula,Kuuloja, Noora,Xu, Youjun,Rissanen, Kari,Franzen, Robert. "Synthesis of chlorinated biphenyls by Suzuki cross-coupling using diamine or diimine-palladium complexes". experimental part. p. 4019 - 4024. Retrieved 2009/04/11.