3,5-Difluorobenzoic acid

Base Information

• Chemical Name: 3,5-Difluorobenzoic acid
• CAS No.: 455-40-3
• Molecular Formula: C7H4F2O2
• Molecular Weight: 158.104
• Hs Code.: 29163990
• European Community (EC) Number: 610-261-8
• NSC Number: 403726
• DSSTox Substance ID: DTXSID80196536
• Nikkaji Number: J921.390B
• Wikidata: Q72462521
• Mol file: 455-40-3.mol

Synonyms:3,5-Difluorobenzoic acid;455-40-3;Benzoic acid, 3,5-difluoro-;MFCD00010323;NSC403726;3,5 difluorobenzoic acid;3,5 difluoro benzoic acid;3,5-di-fluorobenzoic acid;3,5-difluoro-benzoic acid;SCHEMBL157714;DTXSID80196536;3,5-Difluorobenzoic acid, 97%;STL169003;AKOS000120654;AB01033;AC-3950;CS-W016212;NSC 403726;NSC-403726;PS-8818;SY013820;A7173;AM20060099;D2596;FT-0614595;EN300-20992;J-511326;Z104485974

Chemical Property of 3,5-Difluorobenzoic acid

Chemical Property:

• Appearance/Colour: off-white needles and chunks
• Vapor Pressure: 0.0175mmHg at 25°C
• Melting Point: 121-123 °C(lit.)
• Boiling Point: 243.2 °C at 760 mmHg
• PKA: 3.52±0.10(Predicted)
• Flash Point: 100.9 °C
• PSA: 37.30000
• Density: 1.432 g/cm³
• LogP: 1.66300
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Soluble), Methanol (Slightly)
• XLogP3: 1.8
• 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

3,5-Difluorobenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1F)F)C(=O)O
• Uses: 3,5-Difluorobenzoic Acid can be used as reactant/reagent in Rh(III)-catalyzed regioselective heterocyclization of benzoic acids with acrylates to give phthalides with water as the solvent

Technology Process of 3,5-Difluorobenzoic acid

There total 29 articles about 3,5-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: 97.0%

carbon dioxide (124-38-9,18923-20-1) + 3,5-difluoro-4-(triethylsilyl)benzoic acid (651027-07-5) → 3,5-difluorobenzoic acid (455-40-3)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 2h; Heating;

DOI:10.1002/ejoc.200300354

Reference yield: 91.0%

carbon dioxide (124-38-9,18923-20-1) + 3,5-difluorobromobenzene (461-96-1) → 3,5-difluorobenzoic acid (455-40-3)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.25h;

DOI:10.1002/ejoc.200300354

Reference yield: 87.0%

carbon dioxide (124-38-9,18923-20-1) + C6H3F3O3S → 3,5-difluorobenzoic acid (455-40-3)

Guidance literature:

With manganese; bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline; In N,N-dimethyl-formamide; at 20 ℃; for 20h; under 760.051 Torr; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00836

upstream raw materials:

3,5-difluorobromobenzene

ethyl 3,5-difluorobenzoate

Pentafluorobenzoic acid

2,3,5,6-tetrafluorobenzoic acid

Downstream raw materials:

5-chloro-6-(3,5-difluoro-benzoyl)-3H-benzooxazol-2-one

3,5-difluorobenzoic-2,4,6-d₃ acid

3,5-difluorobenzoyl isocyanate

3,5-difluoro-2-nitrobenzoic acid

Refernces

• 1、 -. "ROR [gamma]t inhibitor, preparation method and application thereof". Paragraph 1565; 1567-1569. . Retrieved 2021/07/08.
• 2、 Ma, Cong,Zhao, Chuan-Qi,Xu, Xue-Tao,Li, Zhao-Ming,Wang, Xiang-Yang,Zhang, Kun,Mei, Tian-Sheng. "Nickel-catalyzed carboxylation of aryl and heteroaryl fluorosulfates using carbon dioxide". . p. 2464 - 2467. Retrieved 2019/04/10.