Furonol

Base Information

• Chemical Name: Furonol
• CAS No.: 25409-36-3
• Molecular Formula: C4H4O3
• Molecular Weight: 100.074
• UNII: Q7IU4D975B
• DSSTox Substance ID: DTXSID20180070
• Nikkaji Number: J826.299C
• Wikidata: Q27287085
• Mol file: 25409-36-3.mol

Synonyms:furonol;2(5H)-Furanone, 3-hydroxy-;3-hydroxy-2(5H)-furanone;25409-36-3;2-Enol-gamma-butyrolactone;UNII-Q7IU4D975B;Q7IU4D975B;Crotonic acid, 2,4-dihydroxy-, gamma-lactone;3-hydroxy-5H-furan-2-one;4-hydroxy-2H-furan-5-one;SCHEMBL166060;DTXSID20180070;2-ENOL-.GAMMA.-BUTYROLACTONE;Q27287085;CROTONIC ACID, 2,4-DIHYDROXY-, .GAMMA.-LACTONE

Chemical Property of Furonol

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 100.016043985
• Heavy Atom Count: 7
• Complexity: 125

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=C(C(=O)O1)O

Technology Process of Furonol

There total 2 articles about Furonol 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%

3-Methoxy-1,2,4,7-tetraoxaspiro[4.4]nonan-6-on → 3-hydroxy-2,5-dihydrofuran-2-one (25409-36-3) + Methyl formate (107-31-3)

Guidance literature:

With triphenylphosphine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/hlca.200490182

Reference yield: 5.26%

ascorbic acid (50-81-7,98966-42-8) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 3-hydroxy-2,5-dihydrofuran-2-one (25409-36-3) + phenol (108-95-2,27073-41-2)

Guidance literature:

With oxygen; In acetonitrile; at 80 ℃; for 6h; under 15001.5 Torr;

DOI:10.1016/j.apcata.2011.11.032

Reference yield: 45.0%

3-hydroxy-2,5-dihydrofuran-2-one (25409-36-3) + 1-(2’-hydroxypropinyl)-4-tert-butylbenzene (170859-77-5) → 3-((3-(4-(tert-butyl)phenyl)prop-2-yn-1-yl)oxy)furan-2(5H)-one

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1039/c6cc01770c

upstream raw materials:

ascorbic acid

benzene

Downstream raw materials:

3-deoxy-L-glycero-tetronolactone

Refernces

• 1、 Schank, Kurt,Beck, Horst,Pistorius, Susanne. "Ozonolysis of enol ethers. Part 10. Ozonization of enol ethers from 1,2- and 1,3-dicarbonyl compounds: Direct quantitative synthesis of phthalonic acid anhydride". . p. 2025 - 2049. Retrieved 2007/10/03.