2,3,5,6-Tetrachlorobenzoic acid

Base Information

• Chemical Name: 2,3,5,6-Tetrachlorobenzoic acid
• CAS No.: 50-38-4
• Molecular Formula: C7H2 Cl4 O2
• Molecular Weight: 259.904
• European Community (EC) Number: 622-188-9
• NSC Number: 138837
• UNII: 3C2S8YI423
• DSSTox Substance ID: DTXSID50198163
• Nikkaji Number: J83.522F
• Wikidata: Q27257019
• Mol file: 50-38-4.mol

Synonyms:2,3,5,6-Tetrachlorobenzoic acid;50-38-4;BENZOIC ACID, 2,3,5,6-TETRACHLORO-;2,3,5,6-TBA;NSC 138837;BRN 1968842;UNII-3C2S8YI423;3C2S8YI423;NSC-138837;NSC138837;2,5,6-Tetrachlorobenzoic acid;SCHEMBL2588215;DTXSID50198163;Benzoic acid,3,5,6-tetrachloro-;2,5,6-TBA;AKOS016038574;LS-38294;BENZOICACID,2,3,5,6-TETRACHLORO-;F79773;EN300-3007550;Q27257019

Chemical Property of 2,3,5,6-Tetrachlorobenzoic acid

Chemical Property:

• Vapor Pressure: 1.95E-05mmHg at 25°C
• Boiling Point: 348°Cat760mmHg
• Flash Point: 164.3°C
• PSA: 37.30000
• Density: 1.735g/cm³
• LogP: 3.99840
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 259.877940
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3,5,6-TETRACHLOROBENZOIC ACID AldrichCPR ^*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)C(=O)O)Cl)Cl

Technology Process of 2,3,5,6-Tetrachlorobenzoic acid

There total 4 articles about 2,3,5,6-Tetrachlorobenzoic 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: 92.0%

1,2,4,5-tetrachlorobenzene (95-94-3) + carbon dioxide (124-38-9,18923-20-1) → 2,3,5,6-tetrachlorobenzoic acid (50-38-4)

Guidance literature:

carbon dioxide; With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 0.25h; under 1125.11 Torr;

1,2,4,5-tetrachlorobenzene; In tetrahydrofuran; at 20 ℃; for 12h; under 1125.11 Torr;

With hydrogenchloride; In tetrahydrofuran; water; regioselective reaction;

DOI:10.1021/ja103429q

Reference yield: 92.0%

→ 2,3,5,6-tetrachlorobenzoic acid (50-38-4)

Guidance literature:

With [Au(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(OH)]; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield: 62.0%

carbon dioxide (124-38-9,18923-20-1) + pentachlorobenzene (608-93-5) → 2,3,5,6-tetrachlorobenzoic acid (50-38-4)

Guidance literature:

pentachlorobenzene; With magnesium; In tetrahydrofuran; at 15 - 70 ℃; for 1h;

carbon dioxide; at -5 - 15 ℃; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;

upstream raw materials:

carbon dioxide

pentachlorobenzene

2-chloro-4-fluorophenol

1,2,4,5-tetrachlorobenzene

Downstream raw materials:

2,3,5,6-tetrachlorobenzoyl chloride

Refernces

• 1、 -. "CARBOXYLATION CATALYSTS". Paragraph 0093; 0095. . Retrieved 2013/04/13.
• 2、 -. "Process for the preparation of halogenated benzoic acids". . . Retrieved 2008/06/13.