5-Formyl-2-furancarboxylic Acid

Base Information

• Chemical Name: 5-Formyl-2-furancarboxylic Acid
• CAS No.: 13529-17-4
• Molecular Formula: C6H4O4
• Molecular Weight: 140.095
• Hs Code.: 29321900
• European Community (EC) Number: 671-156-0
• DSSTox Substance ID: DTXSID30383151
• Nikkaji Number: J534.092F
• Wikidata: Q27157578
• Mol file: 13529-17-4.mol

Synonyms:5-formylfuran-2-carboxylic Acid;13529-17-4;5-Formyl-2-furancarboxylic Acid;5-Formyl-2-furoic Acid;5-formyl-2-furanacarboxylic acid;MFCD00020924;2-Furancarboxylic acid, 5-formyl-;2-carboxy-5-formylfuran;5-formyl-2-furancarboxylate;5-Carboxyfurfuraldehyde;5-formyl-furan-2-carboxylic acid;Furfural-5-carboxylic Acid;SCHEMBL86396;dehydromucic acid semialdehyde;5-Formylfuran-2-CarboxylicAcid;YSCK0062;2-formyl-5-furancarboxylic acid;5-formyl furan-2-carboxyic acid;CHEBI:84206;DTXSID30383151;5-formyl 2-furan carboxylic acid;5-formyl furan-2-carboxylic acid;5-formyl-2-furan carboxylic acid;SHNRXUWGUKDPMA-UHFFFAOYSA-N;BBL102586;STL556389;5-Formyl-2-furoic acid, AldrichCPR;AKOS005141673;CS-W005879;SB60897;DS-16148;SY050542;F0338;FT-0620432;EN300-97839;C20449;O11442;A806914;J-006676;Q27157578;Z1201617369

Chemical Property of 5-Formyl-2-furancarboxylic Acid

Chemical Property:

• Appearance/Colour: Tan solid
• Vapor Pressure: 1.03E-05mmHg at 25°C
• Melting Point: 209 °C
• Boiling Point: 356.904 °C at 760 mmHg
• PKA: 2.57±0.10(Predicted)
• Flash Point: 169.65 °C
• PSA: 67.51000
• Density: 1.453 g/cm³
• LogP: 0.79030
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 140.01095860
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

98% MIN ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-36/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)C(=O)O)C=O
• Uses: 5-Formylfuran-2-carboxylic Acid is a compound useful in organic synthesis.

Technology Process of 5-Formyl-2-furancarboxylic Acid

There total 79 articles about 5-Formyl-2-furancarboxylic 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: 95.1%

5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6) → 5-Formyl-2-furancarboxylic acid (13529-17-4)

Guidance literature:

With platinum; oxygen; sodium hydrogencarbonate; In water; at 100 ℃; under 760.051 Torr; Reagent/catalyst; Kinetics;

DOI:10.1021/acscatal.9b02115

Reference yield: 95.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + carbon monoxide (201230-82-2) → 5-Formyl-2-furancarboxylic acid (13529-17-4)

Guidance literature:

5-bromo-2-furancarboxaldehyde; With potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium dichloride; In water; at 45 ℃; for 0.666667h; pH=12.12;

carbon monoxide; In water; at 70 ℃; under 7600.51 Torr; Reagent/catalyst; pH-value; Autoclave;

DOI:10.1016/j.mcat.2018.11.021

Reference yield: 95.0%

C6H6O7 → 5-Formyl-2-furancarboxylic acid (13529-17-4)

Guidance literature:

With carbon dioxide; at 100 ℃; for 10h; under 150015 Torr;

upstream raw materials:

methyl 5-formylfuran-2-carboxylate

5-chlorocarbonyl-furan-2-carboxylic acid ethyl ester

1,1-bis-(2'-methoxyfuroyl-5'-methyleneoxy)methane

5-hydroxymethyl-2-furfuraldehyde

Downstream raw materials:

5-hydroxymethyl-furan-2-carboxylic acid

furan-2,5-dicarboxylic acid

Furan-2,5-dicarboxylic acid mono-{2-[3-oxo-3-(3,4,5-trimethoxy-phenyl)-propionyl]-phenyl} ester

5-cyanofuran-2-carboxylic acid

Refernces

• 1、 Tertov et al.. "-". . . Retrieved 1972.
• 2、 Chadderdon, Xiaotong H.,Chadderdon, David J.,Pfennig, Toni,Shanks, Brent H.,Li, Wenzhen. "Paired electrocatalytic hydrogenation and oxidation of 5-(hydroxymethyl)furfural for efficient production of biomass-derived monomers". . p. 6210 - 6219. Retrieved 2019.
• 3、 Shen, Guanfei,Zhang, Sicheng,Lei, Yu,Shi, Jiaqi,Xia, Yu,Mei, Fuming,Chen, Zhuqi,Yin, Guochuan. "Catalytic carbonylation of renewable furfural derived 5-bromofurfural to 5-formyl-2-furancarboxylic acid in oil/aqueous bi-phase system". . p. 94 - 98. Retrieved 2019.
• 4、 Nea?u,Petrea,Petre,Somoghi,Florea,Parvulescu. "Oxidation of 5-hydroxymethyl furfural to 2,5-diformylfuran in aqueous media over heterogeneous manganese based catalysts". . p. 66 - 73. Retrieved 2016.
• 5、 Siyo, Baraa,Schneider, Matthias,Radnik, J?rg,Pohl, Marga-Martina,Langer, Peter,Steinfeldt, Norbert. "Influence of support on the aerobic oxidation of HMF into FDCA over preformed Pd nanoparticle based materials". . p. 107 - 116. Retrieved 2014.
• 6、 Yang, Zhenzhen,Zhu, Bangchong,He, Yuhan,Zhang, Genlei,Cui, Peng,He, Jianbo. "Synthesis and characterization of an α-MoO3nanobelt catalyst and its application in one-step conversion of fructose to 2,5-diformylfuran". . p. 16482 - 16489. Retrieved 2021.
• 7、 Gui, Zhenyou,Cao, Wenrong,Saravanamurugan, Shunmugavel,Riisager, Anders,Chen, Lifang,Qi, Zhiwen. "Efficient Aerobic Oxidation of 5-Hydroxymethylfurfural in Aqueous Media with Au–Pd Supported on Zinc Hydroxycarbonate". . p. 3636 - 3643. Retrieved 2016.
• 8、 Saha, Basudeb,Gupta, Dinesh,Abu-Omar, Mahdi M.,Modak, Arindam,Bhaumik, Asim. "Porphyrin-based porous organic polymer-supported iron(III) catalyst for efficient aerobic oxidation of 5-hydroxymethyl-furfural into 2,5-furandicarboxylic acid". . p. 316 - 320. Retrieved 2013.
• 9、 Zhu, Jiaping,Yao, Chaojian,Maity, Ayan,Xu, Jielai,Zhan, Tong,Liu, Weibing,Sun, Mingtai,Wang, Suhua,Polshettiwar, Vivek,Tan, Hua. "Nitrogen doped carbon spheres with wrinkled cages for the selective oxidation of 5-hydroxymethylfurfural to 5-formyl-2-furancarboxylic acid". . p. 2005 - 2008. Retrieved 2021.
• 10、 Ke, Changxuan,Li, Mengyuan,Fan, Guoli,Yang, Lan,Li, Feng. "Pt Nanoparticles Supported on Nitrogen-Doped-Carbon-Decorated CeO2 for Base-Free Aerobic Oxidation of 5-Hydroxymethylfurfural". . p. 2714 - 2722. Retrieved 2018.