5,5'-Dichloro[1,1'-biphenyl]-2,2'-dicarboxylic acid

Base Information

• Chemical Name: 5,5'-Dichloro[1,1'-biphenyl]-2,2'-dicarboxylic acid
• CAS No.: 20872-11-1
• Molecular Formula: C₁₄H₈Cl₂O₄
• Molecular Weight: 311.121
• DSSTox Substance ID: DTXSID10571478
• Nikkaji Number: J16.798C
• Wikidata: Q82459568
• Mol file: 20872-11-1.mol

Synonyms:20872-11-1;SCHEMBL8248300;5,5'-Dichloro[1,1'-biphenyl]-2,2'-dicarboxylic acid;DTXSID10571478;5,5'-Dichlorobiphenyl-2,2'-dicarboxylic acid

Chemical Property of 5,5'-Dichloro[1,1'-biphenyl]-2,2'-dicarboxylic acid

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 309.9799641
• Heavy Atom Count: 20
• Complexity: 351

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C2=C(C=CC(=C2)Cl)C(=O)O)C(=O)O

Technology Process of 5,5'-Dichloro[1,1'-biphenyl]-2,2'-dicarboxylic acid

There total 9 articles about 5,5'-Dichloro[1,1'-biphenyl]-2,2'-dicarboxylic acid 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: 73.0%

2-Amino-4-chlorobenzoic acid (89-77-0) → 5,5’-dichlorobiphenyl-2,2’-dicarboxylic acid (20872-11-1)

Guidance literature:

2-Amino-4-chlorobenzoic acid; With sodium hydroxide; sodium nitrite; In water; at 10 ℃;

With hydrogenchloride; In water; at 10 ℃;

With ammonium hydroxide; hydroxylamine; copper(II) sulfate; In water; at 10 - 80 ℃;

DOI:10.1016/j.tetasy.2006.02.014

Reference yield:

→ 5,5’-dichlorobiphenyl-2,2’-dicarboxylic acid (20872-11-1) + 4,4'-dichloro-2,2'-oxy-di-benzoic acid (794527-23-4)

Guidance literature:

With hydrogenchloride; ammonium hydroxide; cuprous sulfite;

DOI:10.1021/ja01874a023

Reference yield:

para-chlorobenzoic acid (74-11-3) → 5,5’-dichlorobiphenyl-2,2’-dicarboxylic acid (20872-11-1)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(II) oxide; In 1,4-dioxane; at 110 ℃; for 24h;

DOI:10.1021/acscatal.8b03392

upstream raw materials:

1,6-dichloro-9-oxo-fluorene-4-carboxylic acid

3,6-dichloro-9,10-phenanthrenequinone

2-Amino-4-chlorobenzoic acid

diphenylether

Downstream raw materials:

3,6-dichloro-9H-fluoren-9-one

1,6-Dichlor-fluorenon