2-Furanglycolic acid

Base Information

• Chemical Name: 2-Furanglycolic acid
• CAS No.: 19377-73-2
• Molecular Formula: C6H6O4
• Molecular Weight: 142.111
• Hs Code.: 2932190090
• European Community (EC) Number: 243-006-0
• DSSTox Substance ID: DTXSID20941062
• Nikkaji Number: J128.156I
• ChEMBL ID: CHEMBL57978
• Mol file: 19377-73-2.mol

Synonyms:2-Furanglycolic acid;19377-73-2;alpha-Hydroxyfuran-2-acetic acid;2-(furan-2-yl)-2-hydroxyacetic acid;Furan-2-yl-hydroxy-acetic acid;CHEMBL57978;EINECS 243-006-0;2-Furanacetic acid, .alpha.-hydroxy-;furylglycolic acid;Oprea1_138589;cid_86860;MLS000071185;2-Furyl(hydroxy)acetic acid #;furan-2-yl(hydroxy)acetic acid;SCHEMBL1704074;DTXSID20941062;(Furan-2-yl)(hydroxy)acetic acid;HMS2615P04;BDBM50102180;STK525121;AKOS001723083;AKOS017409905;SMR000039614;EU-0084132;MLS-0000918.0001

Chemical Property of 2-Furanglycolic acid

Chemical Property:

• Vapor Pressure: 0.0043mmHg at 25°C
• Melting Point: 114 °C
• Refractive Index: 1.55
• Boiling Point: 266.5 °C at 760 mmHg
• PKA: 3.33±0.10(Predicted)
• Flash Point: 114.9 °C
• PSA: 70.67000
• Density: 1.451 g/cm³
• LogP: 0.39760
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 142.02660867
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C(C(=O)O)O

Technology Process of 2-Furanglycolic acid

There total 16 articles about 2-Furanglycolic 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: 85.0%

furfural (98-01-1) + carbon dioxide (124-38-9,18923-20-1) → (rac)-2-(furan-2-yl)-2-hydroxyacetic acid (19377-73-2)

Guidance literature:

With Tetrapropylammonium chloride; In acetonitrile; at 20 ℃; for 10h; under 760.051 Torr; Electrochemical reaction;

DOI:10.14233/ajchem.2021.23090

Reference yield:

furan (110-00-9) + acetaldehyde (75-07-0,9002-91-9) → (rac)-2-(furan-2-yl)-2-hydroxyacetic acid (19377-73-2)

Guidance literature:

furan; With acetic acid; at 10 ℃; for 0.5h; Molecular sieve;

acetaldehyde; In water; at 30 ℃; for 3.16667h; Solvent; Reagent/catalyst; Temperature;

Reference yield:

furan (110-00-9) + Glyoxilic acid (298-12-4) → (rac)-2-(furan-2-yl)-2-hydroxyacetic acid (19377-73-2)

Guidance literature:

furan; With sulfuric acid; In acetonitrile; at 15 ℃; for 0.5h;

Glyoxilic acid; In water; acetonitrile; at 0 ℃; for 5.16667h; Reagent/catalyst; Temperature;

upstream raw materials:

furan-2-yl-oxo-acetic acid

cortalcerone

2-furylglyoxal monohydrate

carbon dioxide

Downstream raw materials:

α-hydroxy-2-furanacetic acid methyl ester

furan-2-yl-oxo-acetic acid

Refernces

• 1、 Schwartz, Thomas J.,Goodman, Samuel M.,Osmundsen, Christian M.,Taarning, Esben,Mozuch, Michael D.,Gaskell, Jill,Cullen, Daniel,Kersten, Philip J.,Dumesic, James A.. "Integration of chemical and biological catalysis: Production of furylglycolic acid from glucose via cortalcerone". . p. 2689 - 2693. Retrieved 2013.
• 2、 Guo, Huan,Li, Jing,Liu, Delong,Zhang, Wanbin. "The Synthesis of Chiral α-Aryl α-Hydroxy Carboxylic Acids via RuPHOX-Ru Catalyzed Asymmetric Hydrogenation". . p. 3665 - 3673. Retrieved 2017/09/11.
• 3、 Mita, Tsuyoshi,Higuchi, Yuki,Sato, Yoshihiro. "Carboxylation with CO2 via brook rearrangement: Preparation of α-hydroxy acid derivatives". supporting information. p. 14 - 17. Retrieved 2014/01/23.