3-Hydroxy-4-phenylfuran-2(5H)-one

Base Information

• Chemical Name: 3-Hydroxy-4-phenylfuran-2(5H)-one
• CAS No.: 6362-76-1
• Molecular Formula: C10H8O3
• Molecular Weight: 176.172
• DSSTox Substance ID: DTXSID60446001
• Nikkaji Number: J1.747.480D
• Wikidata: Q82264558
• ChEMBL ID: CHEMBL295478
• Mol file: 6362-76-1.mol

Synonyms:3-Hydroxy-4-phenylfuran-2(5H)-one;6362-76-1;4-hydroxy-3-phenyl-2H-furan-5-one;D0A2EE;DTXSID60446001;3-hydroxy-4-phenyl-2(5h)-furanone

Chemical Property of 3-Hydroxy-4-phenylfuran-2(5H)-one

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.047344113
• Heavy Atom Count: 13
• Complexity: 249

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(C(=O)O1)O)C2=CC=CC=C2

Technology Process of 3-Hydroxy-4-phenylfuran-2(5H)-one

There total 8 articles about 3-Hydroxy-4-phenylfuran-2(5H)-one 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: 91.0%

5-(2-hydroxy-1-phenylethylidene)-2,4-oxazolidinedione (142484-21-7) → 4,5-Dihydro-4-phenylfuran-2,3-dione (6362-76-1)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 24h;

DOI:10.1021/jo00042a045

Reference yield: 68.0%

4-bromo-3-((tert-butyldiphenylsilyl)oxy)furan-2(5H)-one + phenylboronic acid (98-80-6) → 4,5-Dihydro-4-phenylfuran-2,3-dione (6362-76-1)

Guidance literature:

With palladium diacetate; sodium carbonate; triphenylphosphine; In tetrahydrofuran; water; at 60 ℃; Inert atmosphere;

DOI:10.1055/s-0036-1591543

Reference yield: 65.0%

styrene oxide (96-09-3) + carbon monoxide (201230-82-2) → 4,5-Dihydro-4-phenylfuran-2,3-dione (6362-76-1)

Guidance literature:

With sodium hydroxide; methyl iodide; dicobalt octacarbonyl; cetyltrimethylammonim bromide; In benzene; under 760 Torr; Ambient temperature;

DOI:10.1039/c39850000340

upstream raw materials:

styrene oxide

carbon monoxide

5-(2-hydroxy-1-phenylethylidene)-2,4-oxazolidinedione

1-chloroacetophenone

Downstream raw materials:

3-methoxy-4-phenyl-5H-furan-2-one