5-(3-(Trifluoromethyl)phenyl)furan-2-carboxylic acid

Base Information

• Chemical Name: 5-(3-(Trifluoromethyl)phenyl)furan-2-carboxylic acid
• CAS No.: 54022-99-0
• Molecular Formula: C12H7 F3 O3
• Molecular Weight: 256.181
• Hs Code.: 2932190090
• European Community (EC) Number: 622-922-8
• DSSTox Substance ID: DTXSID60350856
• Nikkaji Number: J2.099.242E
• Wikidata: Q82126951
• ChEMBL ID: CHEMBL3924359
• Mol file: 54022-99-0.mol

Synonyms:54022-99-0;5-(3-(Trifluoromethyl)phenyl)furan-2-carboxylic acid;5-[3-(trifluoromethyl)phenyl]furan-2-carboxylic acid;5-[3-(Trifluoromethyl)phenyl]-2-furoic acid;5-(3-Trifluoromethylphenyl)furan-2-carboxylic acid;5-(3-(Trifluoromethyl)phenyl)-2-furoic acid;SCHEMBL1222870;CHEMBL3924359;DTXSID60350856;HMS1754K05;BBL005496;MFCD00274244;STK135080;AKOS000117043;5-(3-trifluoromethylphenyl)furoic acid;BH-0425;SB61101;5-(3-trifluoromethylphenyl)-2-furoic acid;BB 0222502;CS-0307808;FT-0640211;EN300-07875;5-[3-(trifluoromethyl)phenyl]furan-2-carboxylate;A829913;5-[3-(Trifluoromethyl)phenyl]-2-furoic acid, 95%;5-(3-trifluoromethyl-phenyl)-furan-2-carboxylic acid;5-[3-(Trifluoromethyl)phenyl]-2-furancarboxylic acid;Z55928808;5-(3-Trifluoromethyl-phenyl)-furan-2-carboxyli c acid

Chemical Property of 5-(3-(Trifluoromethyl)phenyl)furan-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 4.85E-06mmHg at 25°C
• Melting Point: 199-205 °C(lit.)
• Boiling Point: 367.3°C at 760 mmHg
• PKA: 3.00±0.10(Predicted)
• Flash Point: 175.9°C
• PSA: 50.44000
• Density: 1.395±0.06 g/cm3(Predicted)
• LogP: 3.66360
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 256.03472857
• Heavy Atom Count: 18
• Complexity: 316

Purity/Quality:

98%min ^*data from raw suppliers

5-[3-(Trifluoromethyl)phenyl]-2-furoic acid 95% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C2=CC=C(O2)C(=O)O

Technology Process of 5-(3-(Trifluoromethyl)phenyl)furan-2-carboxylic acid

There total 9 articles about 5-(3-(Trifluoromethyl)phenyl)furan-2-carboxylic 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: 99.7%

5-[3-(trifluoromethyl)phenyl]furan-2-carbaldehyde (52130-30-0) → 5-(3-trifluoromethylphenyl)furan-2-carboxylic acid (54022-99-0)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃; for 11h;

DOI:10.1016/j.bmc.2012.08.062

Reference yield: 85.0%

methyl 5-(3-(trifluoromethyl)phenyl)furan-2-carboxylate (54023-09-5) → 5-(3-trifluoromethylphenyl)furan-2-carboxylic acid (54022-99-0)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.5h; Reflux;

DOI:10.1134/S1070428009040125

Reference yield: 21.3%

2-furanoic acid (88-14-2) + 3-trifluoromethylaniline (98-16-8) → 5-(3-trifluoromethylphenyl)furan-2-carboxylic acid (54022-99-0)

Guidance literature:

With hydrogenchloride; copper dichloride; sodium nitrite; In acetone;

DOI:10.1002/jps.2600690135

upstream raw materials:

2-furanoic acid

3-trifluoromethylaniline

methyl 5-(3-(trifluoromethyl)phenyl)furan-2-carboxylate

furfural

Downstream raw materials:

5-(3-(trifluoromethyl)phenyl)furan-2-carbonyl chloride

(E)-2-(2-nitrovinyl)-5-(3-(trifluoromethyl)phenyl)furan

(E)-methyl 3-(5-(3-(trifluoromethyl)phenyl)furan-2-yl)acrylate

N-{3-[3-(tert-butoxycarbonylamino)benzyl]-2,4-dioxoimidazolidin-1-yl}-5-[3-(trifluoromethyl)phenyl]-2-furamide

Refernces

• 1、 Pismataro, Maria Chiara,Horenstein, Nicole A.,Stokes, Clare,Quadri, Marta,De Amici, Marco,Papke, Roger L.,Dallanoce, Clelia. "Design, synthesis, and electrophysiological evaluation of NS6740 derivatives: Exploration of the structure-activity relationship for alpha7 nicotinic acetylcholine receptor silent activation". supporting information. . Retrieved 2020/08/19.
• 2、 Gorak,Obushak,Matiichuk,Lytvyn. "Synthesis of heterocycles from arylation products of unsaturated compounds: XVIII. 5-Arylfuran-2-carboxylic acids and their application in the synthesis of 1,2,4-thiadiazole, 1,3,4-oxadiazole, and [1,2,4]triazolo[3,4-b][1,3,4] thiadiazole derivatives". experimental part. p. 541 - 550. Retrieved 2009/08/17.