Dimethyl 2-hydroxy-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate

Base Information

• Chemical Name: Dimethyl 2-hydroxy-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate
• CAS No.: 104919-85-9
• Molecular Formula: C₈H₈O₇
• Molecular Weight: 216.147
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID20542710
• Mol file: 104919-85-9.mol

Synonyms:104919-85-9;dimethyl 2-hydroxy-5-oxo-2H-furan-3,4-dicarboxylate;Dimethyl 2-hydroxy-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate;2-HYDROXY-5-OXO-2,5-DIHYDRO-FURAN-3,4-DICARBOXYLIC ACID DIMETHYL ESTER;DTXSID20542710;AKOS015965589;AC-20585

Chemical Property of Dimethyl 2-hydroxy-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.541
• Boiling Point: 425.641°C at 760 mmHg
• Flash Point: 176.329°C
• PSA: 99.13000
• Density: 1.569g/cm³
• LogP: -1.49580
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 216.02700259
• Heavy Atom Count: 15
• Complexity: 354

Purity/Quality:

2-HYDROXY-5-OXO-2,5-DIHYDRO-FURAN-3,4-DICARBOXYLIC ACID DIMETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=O)OC1O)C(=O)OC

Technology Process of Dimethyl 2-hydroxy-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate

There total 4 articles about Dimethyl 2-hydroxy-5-oxo-2,5-dihydrofuran-3,4-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: 82.0%

2-ethoxy-furan-3,4-dicarboxylic acid dimethyl ester (26174-74-3) → 2-Hydroxy-5-oxo-2,5-dihydro-furan-3,4-dicarboxylic acid dimethyl ester (104919-85-9)

Guidance literature:

With hydrogenchloride; manganese(IV) oxide;

DOI:10.1016/S0040-4039(00)73253-9

Reference yield: 80.0%

2,3,7-Trioxa-bicyclo[2.2.1]hept-5-ene-5,6-dicarboxylic acid dimethyl ester (104919-78-0) → 2-Hydroxy-5-oxo-2,5-dihydro-furan-3,4-dicarboxylic acid dimethyl ester (104919-85-9)

Guidance literature:

In acetone; at 18 - 22 ℃; for 1h;

DOI:10.1055/s-1985-31459

Reference yield: 60.0%

2,3,7-Trioxa-bicyclo[2.2.1]hept-5-ene-5,6-dicarboxylic acid dimethyl ester (104919-78-0) → 2-Hydroxy-5-oxo-2,5-dihydro-furan-3,4-dicarboxylic acid dimethyl ester (104919-85-9) + 3,5,7-Trioxa-tricyclo[4.1.0.02,4]heptane-1,2-dicarboxylic acid dimethyl ester (111506-63-9)

Guidance literature:

In chloroform; at 35 ℃; for 2.5h;

upstream raw materials:

2-ethoxy-furan-3,4-dicarboxylic acid dimethyl ester

2,3,7-Trioxa-bicyclo[2.2.1]hept-5-ene-5,6-dicarboxylic acid dimethyl ester

dimethyl 3,4-furandicarboxylate