3,6,7-Benzofurantriol, triacetate

Base Information

• Chemical Name: 3,6,7-Benzofurantriol, triacetate
• CAS No.: 68123-31-9
• Molecular Formula: C14H12O7
• Molecular Weight: 292.245
• European Community (EC) Number: 268-549-0
• DSSTox Substance ID: DTXSID10887162
• Nikkaji Number: J317.341K
• Wikidata: Q82866230
• Mol file: 68123-31-9.mol

Synonyms:3,6,7-Benzofurantriol, triacetate;68123-31-9;EINECS 268-549-0;3,6,7-Triacetoxycoumarone;3,6,7-Benzofurantriol, 3,6,7-triacetate;C14H12O7;SCHEMBL10883607;DTXSID10887162;Benzofuran-3,6,7-triyltriacetate;Benzofuran-3,6,7-triol triacetate;Benzofuran-3,6,7-triyl triacetate;C14-H12-O7;Triacetic acid 3,6,7-benzofurantriyl ester

Chemical Property of 3,6,7-Benzofurantriol, triacetate

Chemical Property:

• Vapor Pressure: 3.07E-07mmHg at 25°C
• Boiling Point: 419.3°C at 760 mmHg
• Flash Point: 207.4°C
• PSA: 92.04000
• Density: 1.333g/cm³
• LogP: 2.20870
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 292.05830272
• Heavy Atom Count: 21
• Complexity: 433

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C2=C(C=C1)C(=CO2)OC(=O)C)OC(=O)C

Technology Process of 3,6,7-Benzofurantriol, triacetate

There total 8 articles about 3,6,7-Benzofurantriol, triacetate 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: 85.0%

6,7-dihydroxybenzofuran-3[2H]-one (6272-27-1) + acetic anhydride (108-24-7) → 3,6,7-Benzofurantriol triacetate (68123-31-9)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/j.biochi.2010.06.011

Reference yield:

ω-chloro-2,3,4-trihydroxyacetophenone (17345-68-5) → 3,6,7-Benzofurantriol triacetate (68123-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate; ethanol

2: pyridine

With pyridine; ethanol; sodium acetate;

Reference yield:

2-hydroxyresorcinol (87-66-1) → 3,6,7-Benzofurantriol triacetate (68123-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: aluminum (III) chloride / carbon disulfide / 12.25 h / 0 °C / Reflux

2: sodium acetate / ethanol / 6 h / 78 °C

3: dmap / tetrahydrofuran / 24 h / 20 °C

With dmap; aluminum (III) chloride; sodium acetate; In tetrahydrofuran; carbon disulfide; ethanol; 1: Friedel Crafts acylation;

DOI:10.1016/j.biochi.2010.06.011

upstream raw materials:

acetic anhydride

acetyl chloride

chloroacetonitrile

2-hydroxyresorcinol

Downstream raw materials:

6,7-diacetoxy-2,3-dihydro-benzofuran

2,3-dihydro-3,6,7-triacetoxybenzofuran

6,7-Dihydroxy-cumaron

2,3-dihydro-benzofuran-6,7-diol

Refernces

• 1、 Gammill, Ronald B.. "Total Synthesis of Khellinone and Khellin. The Pyrogallol Route. Regiospecific Methoxylation of a Benzofuran". . p. 1385 - 1388. Retrieved 2007/10/02.