4-(4-Carboxy-2,3,5,6-tetrafluorophenyl)-2,3,5,6-tetrafluorobenzoic acid

Base Information

• Chemical Name: 4-(4-Carboxy-2,3,5,6-tetrafluorophenyl)-2,3,5,6-tetrafluorobenzoic acid
• CAS No.: 5216-23-9
• Molecular Formula: C14H2F8O4
• Molecular Weight: 386.155
• NSC Number: 168724
• DSSTox Substance ID: DTXSID60304990
• Nikkaji Number: J3.195.168B
• Wikidata: Q82051379
• Mol file: 5216-23-9.mol

Synonyms:5216-23-9;2,2',3,3',5,5',6,6'-Octafluoro-[1,1'-biphenyl]-4,4'-dicarboxylic acid;2,2',3,3',5,5',6,6'-Octafluoro[1,1'-biphenyl]-4,4'-dicarboxylic acid;4-(4-carboxy-2,3,5,6-tetrafluorophenyl)-2,3,5,6-tetrafluorobenzoic acid;NSC168724;Cambridge id 5365412;SCHEMBL5914601;DTXSID60304990;NSC-168724;octafluorobiphenyl-4,4'-dicarboxylic acid;CS-0379360;AB00083152-01

Chemical Property of 4-(4-Carboxy-2,3,5,6-tetrafluorophenyl)-2,3,5,6-tetrafluorobenzoic acid

Chemical Property:

• Boiling Point: 393.8°Cat760mmHg
• Flash Point: 192°C
• Density: 1.809g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 3
• Exact Mass: 385.98253384
• Heavy Atom Count: 26
• Complexity: 485

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)C(=O)O)F)F)C2=C(C(=C(C(=C2F)F)C(=O)O)F)F

Technology Process of 4-(4-Carboxy-2,3,5,6-tetrafluorophenyl)-2,3,5,6-tetrafluorobenzoic acid

There total 9 articles about 4-(4-Carboxy-2,3,5,6-tetrafluorophenyl)-2,3,5,6-tetrafluorobenzoic 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: 96.0%

1,1’-(dicyano)-2,2’,3,3’,5,5’,6,6’-octafluoro-4,4’-biphenyl (28442-30-0) → 2,2',3,3',5,5',6,6'-octafluoro-[1,1'-biphenyl]-4,4'-dicarboxylic acid (5216-23-9)

Guidance literature:

With trifluorormethanesulfonic acid; water; In trifluoroacetic acid; at 130 ℃; for 48h; High pressure;

DOI:10.1039/c3cc41564c

Reference yield: 95.0%

diethyl 2,2',3,3',5,5',6,6'-octafluorobiphenyl-4,4'-dicarboxylate (1173285-26-1) → 2,2',3,3',5,5',6,6'-octafluoro-[1,1'-biphenyl]-4,4'-dicarboxylic acid (5216-23-9)

Guidance literature:

With sulfuric acid; acetic acid; In water; for 45h; Reflux;

DOI:10.1039/c9ce00073a

Reference yield: 78.0%

dimethyl 2,2',3,3',5,5',6,6'‐octafluoro‐[1,1'‐biphenyl]‐4,4'‐dicarboxylate (34265-97-9) → 2,2',3,3',5,5',6,6'-octafluoro-[1,1'-biphenyl]-4,4'-dicarboxylic acid (5216-23-9)

Guidance literature:

dimethyl 2,2',3,3',5,5',6,6'‐octafluoro‐[1,1'‐biphenyl]‐4,4'‐dicarboxylate; With potassium hydroxide; In tetrahydrofuran; methanol; at 25 ℃; for 1h;

With trifluoroacetic acid; In tetrahydrofuran; methanol; at 25 ℃; for 0.5h;

DOI:10.1021/jacs.8b05765

upstream raw materials:

carbon dioxide

2,2',3,3',5,5',6,6'-octafluoro-1,1'-biphenyl

2,3,5,6-tetrafluorobenzonitrile

4-iodo-2,3,5,6-tetrafluoro-benzonitrile

Downstream raw materials:

Cu(2,2',3,3',5,5',6,6'-octafluorobiphenyl-4,4'-dicarboxylate)(MeOH)