1H,3H-Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-tetrone

Base Information

• Chemical Name: 1H,3H-Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-tetrone
• CAS No.: 3711-01-1
• Molecular Formula: C₁₄H₄O₆
• Molecular Weight: 268.182
• European Community (EC) Number: 835-615-0
• DSSTox Substance ID: DTXSID40436960
• Nikkaji Number: J951.241A
• Wikidata: Q82252314
• Mol file: 3711-01-1.mol

Synonyms:3711-01-1;1H,3H-Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-tetrone;[2]benzofuro[5,6-f][2]benzofuran-1,3,6,8-tetrone;2,3,6,7-Naphthalenetetracarboxylic 2,3:6,7-Dianhydride;SCHEMBL5146405;DTXSID40436960;CS-0435945;N1128;Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-tetraone;5,13-dioxatetracyclo[7.7.0.0?,?.0??,??]hexadeca-1,3(7),8,10,15-pentaene-4,6,12,14-tetrone

Chemical Property of 1H,3H-Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-tetrone

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 268.00078784
• Heavy Atom Count: 20
• Complexity: 446

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C=C3C(=CC2=CC4=C1C(=O)OC4=O)C(=O)OC3=O

Technology Process of 1H,3H-Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-tetrone

There total 3 articles about 1H,3H-Naphtho[2,3-c:6,7-c']difuran-1,3,6,8-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: 82.0%

2,3,6,7-naphthalene tetracarboxylic acid (42200-15-7) → 2,3,6,7-naphthalenetetracarboxylic acid dianhydride (3711-01-1)

Guidance literature:

With acetic anhydride; for 10h; Heating;

DOI:10.1016/j.tetlet.2008.07.073

Reference yield:

1,2,3,4,5,6,7,8-octahydronaphthalene-2,3,6,7-tetracarboxylic acid dianhydride (96983-75-4) → 2,3,6,7-naphthalenetetracarboxylic acid dianhydride (3711-01-1)

Guidance literature:

With thionyl chloride; bromine; Multistep reaction; 1.) 1,2,4-trichlorobenzene, reflux, 0.5 h 2.) 210 deg C, 3 h;

Reference yield:

→ 2,3,6,7-naphthalenetetracarboxylic acid dianhydride (3711-01-1)

Guidance literature:

Aus 1,2,3,4,5,6,7,8-Octahydro-2,3,6,7-tetracarboxy-naphthalin-dianhydrid, Erhz. mit Thionylchlorid u. Br2 in 1,2,4-Tribrom-benzol;

DOI:10.1021/jo01056a530

upstream raw materials:

1,2,3,4,5,6,7,8-octahydronaphthalene-2,3,6,7-tetracarboxylic acid dianhydride

2,3,6,7-naphthalene tetracarboxylic acid

Downstream raw materials:

2,7-bis(hexahydro-2-oxo-1H-thieno<3,4-d>imidazole-4-pentanamido)-1,2,3,6,7,8-hexahydroisoindolo<5,6-f>isoindole-1,3,6,8-tetraone

C₂₂H₁₆O₈

CCDC 667947

C₂₂H₁₆O₈

Refernces

• 1、 Webster,Sharkey. "". . p. 3354. Retrieved 1962.
• 2、 -. "Compounds, polymers, resin compositions and nonlinear optical devices". . . Retrieved 2008/06/13.