5-Chlorofuran-2-carboxylic acid

Base Information

• Chemical Name: 5-Chlorofuran-2-carboxylic acid
• CAS No.: 618-30-4
• Molecular Formula: C5H3 Cl O3
• Molecular Weight: 146.53
• Hs Code.: 2932190090
• European Community (EC) Number: 696-464-2
• NSC Number: 35572
• UNII: 82CK397B66
• DSSTox Substance ID: DTXSID10284096
• Nikkaji Number: J95.791G
• Wikidata: Q72451631
• Mol file: 618-30-4.mol

Synonyms:5-chlorofuran-2-carboxylic acid;618-30-4;5-chloro-2-furoic acid;2-Furancarboxylic acid, 5-chloro-;5-Chlorofuran-2-carboxylicacid;5-chloro-2-furancarboxylic acid;2-Furoic acid, 5-chloro-;MFCD00093272;NSC-35572;C5H3ClO3;NSC35572;5-chloro-2furoic acid;SCHEMBL584719;AMY3036;DTXSID10284096;NNTBDUTXMIMRKK-UHFFFAOYSA-N;BCP21554;5-chloro-2-furoic acid, AldrichCPR;CL8867;GEO-03377;AKOS000122961;82CK397B66;CS-W005615;HG-0015;SB60872;SY104264;FT-0602744;EN300-12416;A833437;Z119989852

Chemical Property of 5-Chlorofuran-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.0141mmHg at 25°C
• Melting Point: 179-180 °C
• Boiling Point: 246.8°C at 760 mmHg
• PKA: 2.84±0.10(Predicted)
• Flash Point: 103.1°C
• PSA: 50.44000
• Density: 1.515±0.06 g/cm3(Predicted)
• LogP: 1.63120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 145.9770716
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98% ^*data from raw suppliers

5-Chlorofuran-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Chlorofuran-2-carboxylic acid

There total 8 articles about 5-Chlorofuran-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: 99.0%

5-chloro-2-furaldehyde (21508-19-0) → 5-chlorofuran-2-carboxylic acid (618-30-4)

Guidance literature:

With NADH oxidase and vanillin dehydrogenase 1 co-expressed in Escherichia coli cells; In aq. phosphate buffer; at 30 ℃; for 12h; pH=7; Microbiological reaction;

DOI:10.1002/cctc.202000259

Reference yield: 8.0%

2-furanoic acid (88-14-2) → 5-chlorofuran-2-carboxylic acid (618-30-4)

Guidance literature:

2-furanoic acid; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -50 ℃; for 0.5h;

With N-chloro-succinimide; In tetrahydrofuran; hexane; at -50 - 25 ℃; for 16.5h;

DOI:10.1016/j.bmc.2004.06.027

Reference yield:

ethyl 5-chloro-2-fuorate (4301-39-7) → 5-chlorofuran-2-carboxylic acid (618-30-4)

Guidance literature:

With sodium hydroxide; In ethanol; water;

upstream raw materials:

5-chloro-2-furaldehyde

2-furancarbonyl chloride

5-chlorofuran-2-carbonyl chloride

Ethyl 2-furoate

Downstream raw materials:

2-chlorofuran

5-chlorofuran-2-carbonyl chloride

furan-2,5-dicarboxylic acid

C₂₆H₃₀ClN₃O₃

Refernces

• 1、 Zhang, Xue-Ying,Wang, Xin,Li, Nan-Wei,Guo, Ze-Wang,Zong, Min-Hua,Li, Ning. "Furan Carboxylic Acids Production with High Productivity by Cofactor-engineered Whole-cell Biocatalysts". . p. 3257 - 3264. Retrieved 2020/05/25.
• 2、 -. "INHIBITORS OF HIV REPLICATION". Page/Page column 36. . Retrieved 2008/12/06.