(2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-one

Base Information

• Chemical Name: (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-one
• CAS No.: 480-70-6
• Molecular Formula: C15H10O6
• Molecular Weight: 286.241
• Mol file: 480-70-6.mol

Synonyms:(2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-one;480-70-6;SCHEMBL574845;(2e)-2-(3,4-dihydroxybenzylidene)-4,6-dihydroxy-1-benzofuran-3(2h)-one;4,6-Dihydroxy-2-[(3,4-dihydroxyphenyl)methylene]-3(2H)-benzofuranone, 9CI

Chemical Property of (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-one

Chemical Property:

• Vapor Pressure: 2.14E-16mmHg at 25°C
• Melting Point: 295-295 °C (decomp)
• Boiling Point: 628.6oC at 760 mmHg
• PKA: 6.04±0.20(Predicted)
• Flash Point: 244.3oC
• PSA: 107.22000
• Density: 1.708 g/cm3
• LogP: 2.12520
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 286.04773803
• Heavy Atom Count: 21
• Complexity: 447

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=C2C(=O)C3=C(C=C(C=C3O2)O)O)O)O
• Isomeric SMILES: C1=CC(=C(C=C1/C=C/2\C(=O)C3=C(C=C(C=C3O2)O)O)O)O

Technology Process of (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-one

There total 28 articles about (2E)-2-[(3,4-dihydroxyphenyl)methylidene]-4,6-dihydroxy-1-benzofuran-3-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: 95.0%

2',3,4,4',6'-pentahydroxychalcone (73692-51-0) → aureusidin (480-70-6,38216-54-5)

Guidance literature:

With peroxidase from onion solid waste; dihydrogen peroxide; N,N-dimethyl-formamide; In methanol; for 1h; pH=4; Enzymatic reaction;

DOI:10.1016/j.tetlet.2010.05.125

Reference yield: 88.0%

(2Z)-2-[3,4-bis(methoxymethoxy)benzylidene]-4,6-bis(methoxymethoxy)-1-benzofuran-3(2H)-one (1202495-48-4) → aureusidin (480-70-6,38216-54-5)

Guidance literature:

With hydrogenchloride; water; In methanol; for 0.25h; Reflux;

DOI:10.1016/j.bmc.2009.10.002

Reference yield: 81.0%

4,6-dihydroxybenzofuran-3(2H)-one (3260-49-9) + 3,4-dihydroxybenzaldehyde (139-85-5) → aureusidin (480-70-6,38216-54-5)

Guidance literature:

In water; Reflux; Green chemistry;

DOI:10.14233/ajchem.2021.23139

upstream raw materials:

4,6-dihydroxybenzofuran-3(2H)-one

3,4-dihydroxybenzaldehyde

(Z)-2-(3,4-dimethoxybenzylidene)-4,6-dimethoxybenzofuran-3(2H)-one

3,5-dihydroxyphenol

Downstream raw materials:

eriodictoyl dihydrochalcone

4,6-diacetoxy-2-((Z)-3,4-diacetoxy-benzylidene)-benzofuran-3-one