5-(Trifluoromethyl)-2-furoic acid

Base Information

• Chemical Name: 5-(Trifluoromethyl)-2-furoic acid
• CAS No.: 56286-73-8
• Molecular Formula: C6H3F3O3
• Molecular Weight: 180.083
• Hs Code.: 2932190090
• European Community (EC) Number: 833-524-0
• DSSTox Substance ID: DTXSID50380546
• Wikidata: Q82170820
• Mol file: 56286-73-8.mol

Synonyms:56286-73-8;5-(trifluoromethyl)-2-furoic acid;5-(trifluoromethyl)furan-2-carboxylic acid;5-(Trifluoromethyl)-2-furancarboxylic acid;MFCD00525578;Maybridge1_007043;2-Furancarboxylic acid, 5-(trifluoromethyl)-;SCHEMBL1434936;HMS561I03;DTXSID50380546;AKOS006228276;FS-2320;SB61841;5-trifluoromethylfuran-2-carboxylic acid;5-trifluoromethyl-furan-2-carboxylic acid;SY022832;CS-0093533;FT-0619747;EN300-54798;I10055;5-(TRIFLUOROMETHYL)-2-FUROIC ACID, 97;A852885;Z815704852

Chemical Property of 5-(Trifluoromethyl)-2-furoic acid

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Melting Point: 120℃
• Refractive Index: 1.429
• Boiling Point: 243.692 °C at 760 mmHg
• PKA: 2.44±0.10(Predicted)
• Flash Point: 101.181 °C
• PSA: 50.44000
• Density: 1.523 g/cm³
• LogP: 1.99660
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 180.00342844
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

5-(Trifluoromethyl)-2-furoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)C(F)(F)F)C(=O)O

Technology Process of 5-(Trifluoromethyl)-2-furoic acid

There total 5 articles about 5-(Trifluoromethyl)-2-furoic 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: 100.0%

(5-(trifluoromethyl)furan-2-yl)methanol (65865-28-3) → 5-(trifluoromethyl)furan-2-carboxylic acid (56286-73-8)

Guidance literature:

With sodium chlorite; 2-methyl-but-2-ene; Dess-Martin periodane; In aq. phosphate buffer; dichloromethane; tert-butyl alcohol; pH=7;

DOI:10.1016/j.bmcl.2012.10.034

Reference yield: 72.0%

2-furanoic acid (88-14-2) + trifluoromethylsulfonic anhydride (358-23-6) → 5-(trifluoromethyl)furan-2-carboxylic acid (56286-73-8)

Guidance literature:

With pyridine; tris(2,2'-bipyridyl)ruthenium dichloride; In 1,2-dichloro-ethane; at 20 ℃; for 6h; Irradiation; Inert atmosphere;

DOI:10.1002/anie.201803566

Reference yield: 3.8%

furan-2,5-dicarboxylic acid (3238-40-2) → 2,5-bis-trifluoromethyl-furan (56286-72-7) + 5-(trifluoromethyl)furan-2-carboxylic acid (56286-73-8)

Guidance literature:

With sulfur tetrafluoride; at 180 ℃; for 48h;

DOI:10.1016/S0022-1139(00)82929-2

upstream raw materials:

furan-2,5-dicarboxylic acid

(5-(trifluoromethyl)furan-2-yl)methanol

2-furanoic acid

trifluoromethylsulfonic anhydride

Downstream raw materials:

C₃₀H₂₂F₃N₅O₅

C₃₁H₂₄F₃N₅O₅

C₁₆H₁₁F₄N₃O₃

5-(trifluoromethyl)furan-2-carbonyl chloride

Refernces

• 1、 Tremblay, Martin,Bonneau, Pierre,Bousquet, Yves,Deroy, Patrick,Duan, Jianmin,Duplessis, Martin,Gagnon, Alexandre,Garneau, Michel,Goudreau, Nathalie,Guse, Ingrid,Hucke, Oliver,Kawai, Stephen H.,Lemke, Christopher T.,Mason, Stephen W.,Simoneau, Bruno,Surprenant, Simon,Titolo, Steve,Yoakim, Christiane. "Inhibition of HIV-1 capsid assembly: Optimization of the antiviral potency by site selective modifications at N1, C2 and C16 of a 5-(5-furan-2-yl-pyrazol- 1-yl)-1H-benzimidazole scaffold". . p. 7512 - 7517. Retrieved 2013/02/23.