5-Hydroxymethyl-2-furancarboxylic acid

Base Information

• Chemical Name: 5-Hydroxymethyl-2-furancarboxylic acid
• CAS No.: 6338-41-6
• Molecular Formula: C6H6O4
• Molecular Weight: 142.111
• Hs Code.: 2932190090
• European Community (EC) Number: 675-513-1
• NSC Number: 40739
• UNII: JI63TD4992
• DSSTox Substance ID: DTXSID5033098
• Nikkaji Number: J13.610G
• Wikidata: Q27161297
• Metabolomics Workbench ID: 38160
• ChEMBL ID: CHEMBL468037
• Mol file: 6338-41-6.mol

Synonyms:5-hydroxymethyl-2-furoic acid;HMFA compound

Chemical Property of 5-Hydroxymethyl-2-furancarboxylic acid

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 1.77E-05mmHg at 25°C
• Melting Point: 247 °C (dec.)
• Refractive Index: 1.561
• Boiling Point: 349.4 °C at 760 mmHg
• PKA: 3.11±0.10(Predicted)
• Flash Point: 165.1 °C
• PSA: 70.67000
• Density: 1.441 g/cm³
• LogP: 0.47010
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0
• 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:

99% ^*data from raw suppliers

5-Hydroxymethyl-2-furancarboxylicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)C(=O)O)CO
• Uses: Oxidation of 5-Hydroxymethyl-2-furancarboxylic Acid is used for green synthesis of 2,?5-?Furandicarboxylic Acid (F863750), one of the most important chemical building blocks from biomass.

Technology Process of 5-Hydroxymethyl-2-furancarboxylic acid

There total 65 articles about 5-Hydroxymethyl-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: 90.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 5-Formyl-2-furancarboxylic acid (13529-17-4) + 5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6)

Guidance literature:

With bis-acetylacetonyl vanadium (II); In aq. phosphate buffer; at 37 - 80 ℃; for 16.0833h; pH=7; Reagent/catalyst;

Reference yield: 89.0%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → 5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6) + furan-2,5-dicarboxylic acid (3238-40-2)

Guidance literature:

With oxygen; In water; at 90 ℃; for 8h; under 750.075 Torr; Reagent/catalyst;

DOI:10.1016/j.apcata.2014.03.020

Reference yield: 76.0%

2,5-bis-(hydroxymethyl)furan (1883-75-6) → 5-Formyl-2-furancarboxylic acid (13529-17-4) + 5-hydroxymethyl-furan-2-carboxylic acid (6338-41-6) + furan-2,5-dicarboxylic acid (3238-40-2)

Guidance literature:

With oxygen; sodium hydrogencarbonate; In water; at 90 ℃; for 10h; Catalytic behavior;

DOI:10.1016/j.jcat.2018.06.025

upstream raw materials:

5-hydroxymethyl-2-furfuraldehyde

5-Formyl-2-furancarboxylic acid

D-galactonic acid

D-Glucose

Downstream raw materials:

ethyl 5-(hydroxymethyl)furan-2-carboxylate

5-Formyl-2-furancarboxylic acid

5-(acetoxymethyl)-furan-2-carboxylic acid

C₂₁H₂₅ClN₂O₄

Refernces

• 1、 Heidary, Nina,Kornienko, Nikolay. "Electrochemical biomass valorization on gold-metal oxide nanoscale heterojunctions enables investigation of both catalyst and reaction dynamics with: Operando surface-enhanced raman spectroscopy". . p. 1798 - 1806. Retrieved 2020.
• 2、 Chen, Ru,Du, Shiqian,Fu, Xian-Zhu,Gan, Lang,Gu, Kaizhi,Huang, Zhifeng,Li, Yafei,Liu, Tianyang,Tao, Li,Tian, Jing,Wang, Shuangyin,Wang, Tehua,Wei, Xiaoxiao,Zhou, Peng,Zou, Yuqin. "Transforming Electrocatalytic Biomass Upgrading and Hydrogen Production from Electricity Input to Electricity Output". supporting information. . Retrieved 2022/02/05.
• 3、 Chen, Lei,Zhuang, Wenxia,Lan, Jingmin,Liu, Xiaoling,Jiang, Shi,Wang, Lei,Zhou, Yu,Wang, Jun. "Base-free atmospheric O2-mediated oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic acid triggered by Mg-bearing MTW zeolite supported Au nanoparticles". . . Retrieved 2021/03/29.