Dimethyl furan-2,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl furan-2,5-dicarboxylate
• CAS No.: 4282-32-0
• Molecular Formula: C8H8O5
• Molecular Weight: 184.149
• Hs Code.: 2932190090
• European Community (EC) Number: 700-514-1
• NSC Number: 191940
• DSSTox Substance ID: DTXSID50307531
• Nikkaji Number: J127.898C
• Wikidata: Q72470516
• Mol file: 4282-32-0.mol

Synonyms:dimethyl furan-2,5-dicarboxylate;4282-32-0;Dimethyl 2,5-furandicarboxylate;2,5-dimethyl furan-2,5-dicarboxylate;2,5-Furandicarboxylic acid, dimethyl ester;MFCD00092317;Methyl Furan-2,5-dicarboxylate;DimethylFuran-2,5-dicarboxylate;SCHEMBL69791;dimethyl furan 2,5-dicarboxylate;DTXSID50307531;BCP09933;BBL013889;NSC191940;STK410973;AKOS003241091;AM83082;CS-W018613;NSC 191940;NSC-191940;SB60970;2,5-Furandicarboxylic acid dimethyl ester;AC-22971;SY045491;TS-00221;furan-2,5-dicarboxylic acid dimethyl ester;BB 0258471;D5813;FT-0651610;EN300-200462;A826013;6-(1,4-DIOXA-8-AZASPIRO[4.5]DEC-8-YL)-3-PYRIDINYLBORONICACID

Chemical Property of Dimethyl furan-2,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00666mmHg at 25°C
• Melting Point: 112°C
• Refractive Index: 1.48
• Boiling Point: 270.9 °C at 760 mmHg
• Flash Point: 117.6 °C
• PSA: 65.74000
• Density: 1.244 g/cm³
• LogP: 0.85280
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 184.03717335
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl furan-2,5-dicarboxylate ^*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)OC
• Uses: 2,5-Furandicarboxylic acid dimethyl ester can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Technology Process of Dimethyl furan-2,5-dicarboxylate

There total 95 articles about Dimethyl furan-2,5-dicarboxylate 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: 100.0%

furan-2,5-dicarboxylic acid (3238-40-2) + dimethyl dicarbonate (4525-33-1) → furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Guidance literature:

With magnesium chloride; In 2-methyltetrahydrofuran; at 40 ℃; Schlenk technique;

DOI:10.1039/d1gc01889b

Reference yield: 99.0%

methanol (67-56-1) + furan-2,5-dicarboxylic acid (3238-40-2) → furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Guidance literature:

With sulfuric acid; for 3h; Reflux;

Reference yield: 99.0%

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

Guidance literature:

With oxygen; at 120 ℃; for 12h; under 7500.75 Torr; Reagent/catalyst; Autoclave;

upstream raw materials:

diazomethane

furan-2,5-dicarboxylic acid

methanol

2,5-furan-dicarboxylic acid monomethyl ester

Downstream raw materials:

(1R,2S,3R,4R)-3-(benzyl(methyl)amino)-2-deutero-4-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1,4-olide

furan-2,5-dicarboxylic acid

dimethyl 2,5-tetrahydrofurandicarboxylate

methanol

Refernces

• 1、 Gubbels,Jasinska-Walc,Koning. "Synthesis and characterization of novel renewable polyesters based on 2,5-furandicarboxylic acid and 2,3-butanediol". . p. 890 - 898. Retrieved 2013.
• 2、 Li, Zhenhuan,Meng, Chunyu,Su, Kunmei,Zhang, Maliang. "Dimethyl 2,5-furandicarboxylate synthesis from 2,5-furanodicarboxylic acid and dimethyl carbonate in presence of MgO-Al2O3 and tetrabutylammonium bromide". . . Retrieved 2021.
• 3、 Izumi et al.. "-". . p. 2251. Retrieved 1973.
• 4、 Tsanaktsis, Vasilios,Papageorgiou, George Z.,Bikiaris, Dimitrios N.. "A facile method to synthesize high-molecular-weight biobased polyesters from 2,5-furandicarboxylic acid and long-chain diols". . p. 2617 - 2632. Retrieved 2015.
• 5、 Lin, Yamei,Lu, Guo-Ping,Zhao, Xin,Cao, Xun,Yang, Lele,Zhou, Baojing,Zhong, Qin,Chen, Zhong. "Porous cobalt@N-doped carbon derived from chitosan for oxidative esterification of 5-Hydroxymethylfurfural: The roles of zinc in the synthetic and catalytic process". . . Retrieved 2020.
• 6、 -. "FLOW CHEMISTRY SYNTHESIS OF ISOCYANATES". Paragraph 0175; 0186-0187; 0349-0351. . Retrieved 2021/06/22.