2,6-Difluorobenzoic acid

Base Information

• Chemical Name: 2,6-Difluorobenzoic acid
• CAS No.: 385-00-2
• Deprecated CAS: 852148-32-4
• Molecular Formula: C7H4F2O2
• Molecular Weight: 158.104
• Hs Code.: 29163900
• European Community (EC) Number: 206-856-3
• NSC Number: 126584
• UNII: 95B9M9KUY5
• DSSTox Substance ID: DTXSID7075391
• Nikkaji Number: J83.346K
• Wikidata: Q69757069
• Mol file: 385-00-2.mol

Synonyms:2,6-difluorobenzoate;2,6-difluorobenzoate calcium dihydrate;2,6-difluorobenzoic acid

Chemical Property of 2,6-Difluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0358mmHg at 25°C
• Melting Point: 157-161 °C(lit.)
• Boiling Point: 231 °C at 760 mmHg
• PKA: 2.34±0.10(Predicted)
• Flash Point: 93.5 °C
• PSA: 37.30000
• Density: 1.432 g/cm³
• LogP: 1.66300
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• Water Solubility.: soluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.01793569
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluorobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=CC(=C(C(=C1)F)C(=O)O)F
• Uses: 2,6-Difluorobenzoic acid has been used in the synthesis of 2,6-difluoro-N-(3-methoxy-1H-pyrazolo[3,4-b]pyridine-5-yl)-3-(propylsulfonamidio)benzamide and methyl 2,6-difluorobenzoate.

Technology Process of 2,6-Difluorobenzoic acid

There total 26 articles about 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: 93.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3-Difluorobenzene (372-18-9) → 2,6-difluorobenzoic acid (385-00-2)

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;

1,3-Difluorobenzene; In tetrahydrofuran; at 20 ℃; for 12h; under 1125.11 Torr;

With hydrogenchloride; In tetrahydrofuran; water; regioselective reaction;

DOI:10.1021/ja103429q

Reference yield: 93.0%

3-bromo-2,6-difluorobenzoic acid (28314-81-0) → 2,6-difluorobenzoic acid (385-00-2)

Guidance literature:

With sodium hydroxide; zinc; Heating;

DOI:10.1055/s-2005-861787

Reference yield: 91.0%

2,6-difluorobenzaldehyde (437-81-0) → 2,6-difluorobenzoic acid (385-00-2)

Guidance literature:

With tert.-butylhydroperoxide; water; iodine; sodium hydroxide; at 70 ℃; pH=10; Green chemistry;

DOI:10.1039/c7gc02802d

upstream raw materials:

2,6-difluorobenzaldehyde

carbon dioxide

1,3-Difluorobenzene

2,4-difluorobromobenzene

Downstream raw materials:

2-(2,6-difluoro-phenyl)-oxazolo[4,5-b]pyridine

2-(2,6-difluorophenyl)-4,5-dihydro-4,4-dimethyl-1,3-oxazole

1,3-dipropyl-6-amino-5-(2,6-difluorobenzamido)uracil

2-(2,6-difluorophenyl)-4H-benzo[d](1,3)oxazin-4-one

Refernces

• 1、 Huang, Chao,Zhu, Kaifang,Zhang, Yingying,Lu, Guizhen,Shao, Zhichao,Gao, Kuan,Mi, Liwei,Hou, Hongwei. "Surfactant-assisted assembly of nanoscale zinc coordination compounds to enhance tandem conversion reactions in water". supporting information. p. 16008 - 16016. Retrieved 2019/11/13.
• 2、 Hazra, Susanta,Deb, Mayukh,Elias, Anil J.. "Iodine catalyzed oxidation of alcohols and aldehydes to carboxylic acids in water: A metal-free route to the synthesis of furandicarboxylic acid and terephthalic acid". supporting information. p. 5548 - 5552. Retrieved 2017/12/06.