5-Chlorobenzofuran-2-carboxylic acid

Base Information

• Chemical Name: 5-Chlorobenzofuran-2-carboxylic acid
• CAS No.: 10242-10-1
• Molecular Formula: C9H5ClO3
• Molecular Weight: 196.59
• Hs Code.: 29321900
• European Community (EC) Number: 674-048-1
• DSSTox Substance ID: DTXSID40359089
• Wikidata: Q72517221
• ChEMBL ID: CHEMBL412667
• Mol file: 10242-10-1.mol

Synonyms:5-Chlorobenzofuran-2-carboxylic acid;10242-10-1;5-chloro-1-benzofuran-2-carboxylic acid;5-chlorobenzo[b]furan-2-carboxylic acid;MFCD00060512;5-Chloro-benzofuran-2-carboxylic acid;2-BENZOFURANCARBOXYLIC ACID, 5-CHLORO-;5-Chlorocoumarilic Acid;2-Benzofurancarboxylicacid, 5-chloro-;SCHEMBL705754;CHEMBL412667;DTXSID40359089;HMS1698D07;AMY40748;BBL009658;STK899493;5-chlo-robenzofuran-2-carboxylic acid;AKOS000276153;5-Chlorobenzo[b]furan-2carboxylic Acid;CS-W010579;FS-1523;MB00499;5-Chlorobenzo[b]furan-2 carboxylic Acid;SY049517;5-CHLORO-2-BENZOFURANCARBOXYLIC ACID;C2890;FT-0636662;EN300-14295;5-chlorobenzofuran-2-carboxylic acid, AldrichCPR;A853364;J-517380;Not available;5-CHLOROBENZOFURAN-2-CARBOXYLIC ACID;Z104341200

Chemical Property of 5-Chlorobenzofuran-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.84E-05mmHg at 25°C
• Melting Point: 275 °C (subl.)
• Boiling Point: 348.8 °C at 760 mmHg
• PKA: 2.94±0.30(Predicted)
• Flash Point: 164.7 °C
• PSA: 50.44000
• Density: 1.502 g/cm³
• LogP: 2.78440
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 195.9927217
• Heavy Atom Count: 13
• Complexity: 219

Purity/Quality:

98% ^*data from raw suppliers

5-Chlorobenzofuran-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)C=C(O2)C(=O)O

Technology Process of 5-Chlorobenzofuran-2-carboxylic acid

There total 9 articles about 5-Chlorobenzofuran-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: 94.0%

ethyl 5-chlorobenzofuran-2-carboxylate (59962-89-9) → 5-chlorobenzofuran-2-carboxylic acid (10242-10-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.3987/COM-10-12070

Reference yield: 80.0%

4-chloro-2-<2',2'-dibromo ethenyl>-phenol (95186-48-4) + molybdenum hexacarbonyl (13939-06-5,199620-15-0) → 5-chlorobenzofuran-2-carboxylic acid (10242-10-1)

Guidance literature:

With [2,2]bipyridinyl; water; triethylamine; copper(ll) bromide; In tert-butyl alcohol; at 90 ℃; for 8h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01620

Reference yield: 55.5%

Diethyl 2-bromomalonate (685-87-0) + 5-chlorosalicyclaldehyde (635-93-8) → 5-chlorobenzofuran-2-carboxylic acid (10242-10-1)

Guidance literature:

With potassium hydroxide; potassium carbonate; In ethanol; water; butanone;

upstream raw materials:

Diethyl 2-bromomalonate

5-chlorosalicyclaldehyde

ethyl 5-chlorobenzofuran-2-carboxylate

chloroacetic acid

Refernces

• 1、 Kennis, Ludo E.J.,Bischoff, Francois P.,Mertens, Carolus J.,Love, Christopher J.,Van den Keybus, Frans A.F.,Pieters, Serge,Braeken, Mirielle,Megens, Anton A.H.P.,Leysen, Josee E.. "New 2-substituted 1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine having highly active and potent central α2-antagonistic activity as potential antidepressants". . p. 71 - 74. Retrieved 2000.
• 2、 Mo, Qinliang,Sun, Nan,Jin, Liqun,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan. "Tandem Synthesis of 2-Carboxybenzofurans via Sequential Cu-Catalyzed C-O Coupling and Mo(CO)6-Mediated Carbonylation Reactions". . p. 11490 - 11500. Retrieved 2020/10/12.
• 3、 Onajole, Oluseye K.,Pieroni, Marco,Tipparaju, Suresh K.,Lun, Shichun,Stec, Jozef,Chen, Gang,Gunosewoyo, Hendra,Guo, Haidan,Ammerman, Nicole C.,Bishai, William R.,Kozikowski, Alan P.. "Preliminary structure - Activity relationships and biological evaluation of novel antitubercular indolecarboxamide derivatives against drug-susceptible and drug-resistant Mycobacterium tuberculosis strains". supporting information. p. 4093 - 4103. Retrieved 2013/06/27.