2-(Furan-2-yl)-2-oxoacetic acid

Base Information

• Chemical Name: 2-(Furan-2-yl)-2-oxoacetic acid
• CAS No.: 1467-70-5
• Molecular Formula: C6H4 O4
• Molecular Weight: 140.095
• Hs Code.: 2932190090
• European Community (EC) Number: 215-990-1
• NSC Number: 59069
• UNII: MQ4GX46XFF
• DSSTox Substance ID: DTXSID70163454
• Nikkaji Number: J206.673D
• Wikidata: Q72498745
• ChEMBL ID: CHEMBL299446
• Mol file: 1467-70-5.mol

Synonyms:1467-70-5;2-(furan-2-yl)-2-oxoacetic acid;(2-Furyl)glyoxylic acid;alpha-Oxo-2-furanacetic acid;2-Furanglyoxylic acid;2-Furylglyoxylic acid;2-(2-furyl)-2-oxoacetic acid;alpha-Oxofuran-2-acetic acid;2-Oxo-2-furanacetic acid;MQ4GX46XFF;Furan-2-yl-oxo-acetic acid;CHEMBL299446;EINECS 215-990-1;MFCD00042671;NSC-59069;2-Furanyl(oxo)acetic acid;2-(2-furyl)-2-oxo-acetic acid;2-Oxo-2-(2-furanyl)acetic acid;NSC 59069;2-Furaneglyoxylic Acid;fur-2-ylglyoxylic acid;2-Furanyloxoacetic acid;furan-2-ylglyoxylic acid;oxofuran-2-ylacetic acid;UNII-MQ4GX46XFF;SCHEMBL72637;alpha -Oxo-2-furanacetic acid;2-Furanacetic acid, alpha-oxo-;DTXSID70163454;2-(furan-2-yl)-2-oxoaceticacid;BAA46770;BCP12669;NSC59069;STR04752;BDBM50102187;AKOS006221690;CS-W016471;.ALPHA.-OXO-2-FURANACETIC ACID;AM20080355;FT-0602630;alpha-Oxo-2-furanacetic acid, >=97.0% (T);D77791;A808548;J-008259;J-519577

Chemical Property of 2-(Furan-2-yl)-2-oxoacetic acid

Chemical Property:

• Vapor Pressure: 0.0283mmHg at 25°C
• Melting Point: 92-97oC
• Boiling Point: 235°C at 760 mmHg
• PKA: 2.02±0.54(Predicted)
• Flash Point: 95.9°C
• PSA: 67.51000
• Density: 1.423g/cm³
• LogP: 0.54690
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 140.01095860
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

α-Oxo-2-furanacetic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=COC(=C1)C(=O)C(=O)O
• Uses: α-Oxo-2-furanacetic Acid is an α-ketocarboxylic acid with inhibitory activity against protein tyrosine phosphatases.

Technology Process of 2-(Furan-2-yl)-2-oxoacetic acid

There total 19 articles about 2-(Furan-2-yl)-2-oxoacetic 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: 96.03%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → furan-2-yl-oxo-acetic acid (1467-70-5)

Guidance literature:

With N-iodo-succinimide; oxygen; In toluene; at 45 ℃; for 4h; under 6750.68 Torr; Solvent; Reagent/catalyst; Pressure; Temperature;

Reference yield: 90.55%

furan-2-yl-acetic acid (2745-26-8) → furan-2-yl-oxo-acetic acid (1467-70-5)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; cobalt(II,III) oxide; oxygen; In ethanol; at 50 ℃; for 8h; under 5250.53 Torr; Temperature; Pressure; Solvent; Green chemistry;

Reference yield: 77.0%

(furan-2-yl)ethylene (1487-18-9) → furan-2-yl-oxo-acetic acid (1467-70-5)

Guidance literature:

With tert.-butylhydroperoxide; water; tetra-(n-butyl)ammonium iodide; In acetonitrile; at 90 ℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.1c02021

upstream raw materials:

2-(4-dimethylamino-phenylimino)-3-furan-2-yl-3-oxo-propionitrile

(5,6-Dihydro-[1,4]dioxin-2-yl)-furan-2-yl-methanone

2-chlorofuran

carbon monoxide

Downstream raw materials:

2-chloro-1-(2-furyl)-2-oxo-1-ethanone

(2-furyl)glyoxylic acid diphenylmethyl ester

1-(4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)piperazin-1-yl)-2-(furan-2-yl)ethane-1,2-dione

1-(4-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzoyl)-1,4-diazepan-1-yl)-2-(furan-2-yl)ethane-1,2-dione

Refernces

• 1、 Gokhale, Kunal M.,Telvekar, Vikas N.. "Novel peptidomimetic peptide deformylase (PDF) inhibitors of Mycobacterium tuberculosis". . p. 148 - 156. Retrieved 2020/08/26.
• 2、 Huang, Junjie,Liang, Baihui,Chen, Xiuwen,Liu, Yifu,Li, Yawen,Liang, Jingwen,Zhu, Weidong,Tang, Xiaodong,Li, Yibiao,Zhu, Zhongzhi. "Rapid assembly of α-ketoamides through a decarboxylative strategy of isocyanates with α-oxocarboxylic acids under mild conditions". supporting information. p. 4783 - 4787. Retrieved 2021/06/11.