3-(4-Methoxyphenyl)furan-2,5-dione

Base Information

• Chemical Name: 3-(4-Methoxyphenyl)furan-2,5-dione
• CAS No.: 4665-00-3
• Molecular Formula: C11H8O4
• Molecular Weight: 204.182
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID201298080
• Nikkaji Number: J2.006.402A
• Mol file: 4665-00-3.mol

Synonyms:3-(4-methoxyphenyl)furan-2,5-dione;4665-00-3;3-(4-Methoxyphenyl)-2,5-furandione;p-Anisylmaleic anhydride;DTXSID201298080;MFCD00974742;STK500909;AKOS005100924;3-(4-methoxyphenyl)-furan-2,5-dione;3-(4-Methoxyphenyl)-2,5-furandione #;CS-0332122;7M-030;3-(4-methoxyphenyl)-2,5-dihydrofuran-2,5-dione;A912922

Chemical Property of 3-(4-Methoxyphenyl)furan-2,5-dione

Chemical Property:

• PSA: 52.60000
• LogP: 1.16200
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.04225873
• Heavy Atom Count: 15
• Complexity: 311

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Methoxyphenyl)-2,5-dihydrofuran-2,5-dione 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CC(=O)OC2=O

Technology Process of 3-(4-Methoxyphenyl)furan-2,5-dione

There total 14 articles about 3-(4-Methoxyphenyl)furan-2,5-dione 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: 95.0%

maleic anhydride (108-31-6) + 4-methoxybenzenediazonium tetrafluoroborate (459-64-3) → 3-(4-methoxyphenyl)-2,5-dihydrofuran-2,5-dione (4665-00-3)

Guidance literature:

With dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-); sodium acetate; In acetonitrile; for 1h; Reagent/catalyst; Reflux;

DOI:10.1002/ejoc.201301108

Reference yield: 94.0%

dimethyl 2-(4-methoxyphenyl)maleate (124408-68-0) → 3-(4-methoxyphenyl)-2,5-dihydrofuran-2,5-dione (4665-00-3)

Guidance literature:

dimethyl 2-(4-methoxyphenyl)maleate; With sodium hydroxide; In methanol; water; for 2h; Reflux;

With acetic anhydride; for 12h; Reflux;

DOI:10.1002/ejoc.201301108

Reference yield: 89.0%

4-methoxybenzenediazonium tetrafluoroborate (459-64-3) + (2E)-but-2-enedioic acid (110-17-8,26099-09-2) → 3-(4-methoxyphenyl)-2,5-dihydrofuran-2,5-dione (4665-00-3)

Guidance literature:

With palladium diacetate; In acetic acid; at 60 - 100 ℃; for 3h;

DOI:10.1039/c4pp00001c

upstream raw materials:

carbon monoxide

4-methoxyphenylacetylen

(Z)-2-(4-methoxyphenyl)but-2-enedioic acid

ethyl (p-methoxyphenyl)oxoacetate

Downstream raw materials:

4-(4-methoxyphenyl)furan-2(5H)-one

4-(4-hydroxyphenyl)-5-[(Z)-(4-hydroxyphenyl)methylidene]furan-2-one

4-(4-methoxyphenyl)-5-[(Z)-(4-methoxyphenyl)methylidene]furan-2-one

3-(3,5-dibromo-4-hydroxyphenyl)-4-(3,5-dibromo-4-methoxyphenyl)-2,5-dihydrofuran-2,5-dione