4-Chloro-2,6-difluorobenzoic acid

Base Information

• Chemical Name: 4-Chloro-2,6-difluorobenzoic acid
• CAS No.: 196194-58-8
• Molecular Formula: C7H3ClF2O2
• Molecular Weight: 192.549
• Hs Code.: 2916399090
• European Community (EC) Number: 681-510-6
• DSSTox Substance ID: DTXSID50590643
• Wikidata: Q72518328
• Mol file: 196194-58-8.mol

Synonyms:4-Chloro-2,6-difluorobenzoic acid;196194-58-8;MFCD06203570;Benzoic acid, 4-chloro-2,6-difluoro-;4-Chloro-2,6-difluorobenzoicacid;SCHEMBL3031058;DTXSID50590643;ZCJKTGPZLLGECQ-UHFFFAOYSA-N;AKOS006344446;AC-26276;AS-10014;SY065806;DB-065899;CS-0159334;EN300-137056;A813839;Z1201623394

Chemical Property of 4-Chloro-2,6-difluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0.00866mmHg at 25°C
• Melting Point: 183-186℃
• Refractive Index: 1.534
• Boiling Point: 255 °C at 760 mmHg
• Flash Point: 108 °C
• PSA: 37.30000
• Density: 1.573g/cm³
• LogP: 2.31640
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 191.9789634
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2,6-difluorobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)C(=O)O)F)Cl
• Uses: 4-Chloro-2,6-difluorobenzoic acid is a useful reactant which has been used in the preparation of substituted heterobicyclic derivatives for use as Bruton''s tyrosine kinase inhibitors.

Technology Process of 4-Chloro-2,6-difluorobenzoic acid

There total 2 articles about 4-Chloro-2,6-difluorobenzoic 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: 98.0%

4-amino-2,6-difluorobenzoic acid (154314-62-2) + copper(l) chloride → 4-chloro-2,6-difluorobenzoic acid (196194-58-8)

Guidance literature:

With sodium nitrite; In hydrogenchloride; sulfuric acid; acetic acid;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 1-chloro-3,5-difluorobenzene (1435-43-4) → 4-chloro-2,6-difluorobenzoic acid (196194-58-8)

Guidance literature:

1-chloro-3,5-difluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -50 ℃; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 4h;

With hydrogenchloride; In water; pH=1 - 2; Product distribution / selectivity;

Reference yield: 92.0%

methanol (67-56-1) + 4-chloro-2,6-difluorobenzoic acid (196194-58-8) → 4-chloro-2,6-difluorobenzoic acid methyl ester (773134-12-6)

Guidance literature:

4-chloro-2,6-difluorobenzoic acid; With thionyl chloride; at 60 ℃; for 1h;

methanol; In dichloromethane; at 0 - 20 ℃; for 0.5h;

upstream raw materials:

4-amino-2,6-difluorobenzoic acid

carbon dioxide

1-chloro-3,5-difluorobenzene

Downstream raw materials:

4-chloro-2,6-difluoro-N-methyl-N-methoxybenzamide

C₇H₂Cl₂F₂O

Refernces

• 1、 -. "Quinazoline derivatives as VEGF inhibitors". . . Retrieved 2008/06/13.