s-Indacene-1,3,5,7(2H,6H)-tetrone

Base Information

• Chemical Name: s-Indacene-1,3,5,7(2H,6H)-tetrone
• CAS No.: 53910-13-7
• Molecular Formula: C₁₂H₆O₄
• Molecular Weight: 214.177
• DSSTox Substance ID: DTXSID701298578
• Nikkaji Number: J2.105.341D
• Mol file: 53910-13-7.mol

Synonyms:s-Indacene-1,3,5,7(2H,6H)-tetrone;53910-13-7;S-indacene-1,3,5,7-tetrone;s-Indacene-1,3,5,7(2H,6H)-tetraone;Oprea1_547788;YSZC1766;SCHEMBL14453945;DTXSID701298578;MFCD01956452;AKOS024405844;BS-45093;2,6-Dihydro-s-indacene-1,3,5,7-tetrone;F77838;1,2,3,5,6,7-hexahydro-s-indacene-1,3,5,7-tetrone

Chemical Property of s-Indacene-1,3,5,7(2H,6H)-tetrone

Chemical Property:

• Boiling Point: 495.3±45.0 °C(Predicted)
• PKA: 6.54±0.20(Predicted)
• Density: 1.603±0.06 g/cm3(Predicted)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 214.02660867
• Heavy Atom Count: 16
• Complexity: 347

Purity/Quality:

99% ^*data from raw suppliers

S-INDACENE-1,3,5,7(2H,6H)-TETRONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(=O)C2=CC3=C(C=C2C1=O)C(=O)CC3=O

Technology Process of s-Indacene-1,3,5,7(2H,6H)-tetrone

There total 4 articles about s-Indacene-1,3,5,7(2H,6H)-tetrone 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:

3,7-dioxy-1,5-dioxo-1,5-dihydro-s-indacene-2,6-dicarboxylic acid diethyl ester bis(triethylammonium) salt → s-indacene-1,3,5,7(2H,6H)-tetraone (53910-13-7)

Guidance literature:

3,7-dioxy-1,5-dioxo-1,5-dihydro-s-indacene-2,6-dicarboxylic acid diethyl ester bis(triethylammonium) salt; With sulfuric acid;

In acetonitrile; for 2h; Heating;

DOI:10.1055/s-2004-831184

Reference yield:

Pyromellitic dianhydride (89-32-7,34527-94-1) → s-indacene-1,3,5,7(2H,6H)-tetraone (53910-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 60 percent / acetic anhydride / 1.5 h / 100 °C

2.1: aq. H₂SO₄

2.2: 0.54 g / acetonitrile / 2 h / Heating

With sulfuric acid; In acetic anhydride;

DOI:10.1055/s-2004-831184

Reference yield:

C18H14O8 → s-indacene-1,3,5,7(2H,6H)-tetraone (53910-13-7)

Guidance literature:

In acetonitrile; for 0.5h; Reflux;

DOI:10.1016/j.tetlet.2008.10.028

upstream raw materials:

Pyromellitic dianhydride

Downstream raw materials:

C₆₆H₉₂N₂O₈

Refernces

• 1、 Niebel, Claude,Lokshin, Vladimir,Khodorkovsky, Vladimir. "A general approach toward Janus diones: synthesis of dicyclopenta[b,g]naphthalene-1,3,6,8(2H,7H)-tetraone". body text. p. 7276 - 7278. Retrieved 2009/04/10.