Methyl 5-formylfuran-2-carboxylate

Base Information

• Chemical Name: Methyl 5-formylfuran-2-carboxylate
• CAS No.: 5904-71-2
• Molecular Formula: C7H6O4
• Molecular Weight: 154.122
• Hs Code.: 2932190090
• European Community (EC) Number: 825-835-5
• DSSTox Substance ID: DTXSID00484260
• Nikkaji Number: J1.861.879F
• Wikidata: Q72490914
• Mol file: 5904-71-2.mol

Synonyms:methyl 5-formylfuran-2-carboxylate;5904-71-2;Methyl 5-formyl-2-furoate;METHYL 5-FORMYL-2-FURANCARBOXYLATE;MFCD06803263;2-Furancarboxylic acid, 5-formyl-, methyl ester;5-formyl-2-furancarboxylic acid methyl ester;SCHEMBL2324097;DTXSID00484260;methyl5-formylfuran-2-carboxylate;KDPOOUQFAUOHHX-UHFFFAOYSA-N;5-(methoxycarbonyl)-2-fural-dehyde;methyl 5-formyl-2-furan carboxylate;AKOS002329431;SB61668;BS-13488;BB 0220437;CS-0247813;FT-0696842;FT-0696845;EN300-37403;A901073;Z381403672

Chemical Property of Methyl 5-formylfuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Melting Point: 87-88℃
• Refractive Index: 1.52
• Boiling Point: 267.894 °C at 760 mmHg
• Flash Point: 115.819 °C
• PSA: 56.51000
• Density: 1.265 g/cm³
• LogP: 0.87870
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 154.02660867
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

98%Min ^*data from raw suppliers

methyl5-formylfuran-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(O1)C=O

Technology Process of Methyl 5-formylfuran-2-carboxylate

There total 6 articles about Methyl 5-formylfuran-2-carboxylate 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: 69.0%

methanol (67-56-1) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0) → methyl 5-formylfuran-2-carboxylate (5904-71-2) + furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Guidance literature:

With oxygen; at 100 ℃; for 12h; under 7500.75 Torr; Reagent/catalyst; Temperature; Pressure; Autoclave;

Reference yield:

methanol (67-56-1) + 5-(methoxymethyl)-2-furaldehyde (1917-64-2) → 5-Formyl-2-furancarboxylic acid (13529-17-4) + methyl 5-formylfuran-2-carboxylate (5904-71-2)

Guidance literature:

5-(methoxymethyl)-2-furaldehyde; In acetic acid;

With water; at 80 ℃; for 0.5h;

methanol; With sulfuric acid; at 120 ℃; under 4425.44 Torr; Temperature; Pressure;

Reference yield:

tert.-butylhydroperoxide (75-91-2) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0) → methyl 5-formylfuran-2-carboxylate (5904-71-2) + furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Guidance literature:

With ultrafine CuO particles dispersed on nitrogen-doped hollow carbon nanospheres; In water; dimethyl sulfoxide; at 100 ℃; for 20h; Solvent; Time; Temperature; Reagent/catalyst; Catalytic behavior;

DOI:10.1002/cplu.202000713

upstream raw materials:

methanol

5-(methoxymethyl)-2-furaldehyde

5-hydroxymethyl-2-furfuraldehyde

tert.-butylhydroperoxide

Downstream raw materials:

furan-2,5-dicarboxylic acid dimethyl ester

C₁₆H₁₃ClN₂O₄

N-{(2E)-3-[5-(4-amidinophenoxycarbonyl)furan-2-yl]-2-methylpropenoyl}-N-(3-hydroxypropyl)-β-alanine trifluoroacetic acid salt

S-{3-[5-(4-amidinophenoxycarbonyl)furan-2-yl]-2-methylpropionyl}thiomalic acid trifluoroacetic acid salt

Refernces

• 1、 Salazar, Abel,Linke, Alexander,Eckelt, Reinhard,Quade, Antje,Kragl, Udo,Mejía, Esteban. "Oxidative Esterification of 5-Hydroxymethylfurfural under Flow Conditions Using a Bimetallic Co/Ru Catalyst". . p. 3504 - 3511. Retrieved 2020/05/16.
• 2、 Li, Feng,Li, Xing-Long,Li, Chuang,Shi, Jing,Fu, Yao. "Aerobic oxidative esterification of 5-hydroxymethylfurfural to dimethyl furan-2,5-dicarboxylate by using homogeneous and heterogeneous PdCoBi/C catalysts under atmospheric oxygen". supporting information. p. 3050 - 3058. Retrieved 2018/07/13.