2,3-furandicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 2,3-furandicarboxylic acid dimethyl ester
• CAS No.: 52900-79-5
• Molecular Formula: C8H8O5
• Molecular Weight: 184.149
• Mol file: 52900-79-5.mol

Synonyms:dimethyl furan-2,3-dicarboxylate;2,3-Furandicarboxylic acid, dimethyl ester;Furandicarbonsaeuredimethylester;Furan-2,3-dicarbonsaeure-dimethylester;furan-2,3-dicarboxylic acid dimethyl ester;2,3-Furandicarbonsaeure-dimethylester;

Chemical Property of 2,3-furandicarboxylic acid dimethyl ester

Chemical Property:

• PSA: 65.74000
• LogP: 0.85280

Purity/Quality:

98% ^*data from raw suppliers

Furan-2,3-dicarboxylicaciddimethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-furandicarboxylic acid dimethyl ester

There total 5 articles about 2,3-furandicarboxylic acid dimethyl ester 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:

methanol (67-56-1) + 2-furanoic acid (88-14-2) + carbon dioxide (124-38-9,18923-20-1) → methyl 3-methoxycarbonylfuran-2-carboxylate (52900-79-5) + furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Guidance literature:

2-furanoic acid; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

carbon dioxide; at -78 ℃;

methanol; With chloro-trimethyl-silane; for 2h; Reflux;

DOI:10.3998/ark.5550190.p008.285

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-furanoic acid (88-14-2) + methyl cyanoformate (17640-15-2) → methyl 3-methoxycarbonylfuran-2-carboxylate (52900-79-5) + furan-2,5-dicarboxylic acid dimethyl ester (4282-32-0)

Guidance literature:

2-furanoic acid; With n-butyllithium; In tetrahydrofuran-d8; hexane; at -78 ℃; for 0.333333h;

methyl cyanoformate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 4h;

diazomethane; In diethyl ether; at -78 ℃; Overall yield = 44 %; Overall yield = 81 mg;

DOI:10.1021/np300468h

Reference yield:

7-Oxabicyclo<4.1.0>hept-4-en-1,4-dicarbonsaeure-dimethylester (61846-10-4) → 1,4-benzenedicarboxylic acid dimethyl ester (120-61-6) + methyl 3-methoxycarbonylfuran-2-carboxylate (52900-79-5) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0)

Guidance literature:

In benzene; at 390 ℃; Yield given. Yields of byproduct given; short-time pyrolysis;

upstream raw materials:

7-Oxabicyclo<4.1.0>hept-4-en-1,4-dicarbonsaeure-dimethylester

2-Oxabicyclo<3.2.0>hept-3-en-1,5-dicarbonsaeure-dimethylester

diazomethane

2-furanoic acid

Downstream raw materials:

furan-2,3-dicarboxylic acid dihydrazide

5-nitro-furan-3-carboxylic acid

4-(4-methoxyphenylamino)-7-chlorofuro-[2,3-d]pyridazine

4-chloroanilino-7-chlorofuro[2,3-d]pyridazine

Refernces

• 1、 Citron, Christian A.,Rabe, Patrick,Dickschat, Jeroen S.. "The scent of bacteria: Headspace analysis for the discovery of natural products". supporting information. p. 1765 - 1776. Retrieved 2013/01/15.