Bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride

Base Information

• Chemical Name: Bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride
• CAS No.: 26843-47-0
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• Hs Code.: 2932999099
• European Community (EC) Number: 839-556-1
• NSC Number: 73663
• DSSTox Substance ID: DTXSID40291177
• Nikkaji Number: J1.741.639A
• Mol file: 26843-47-0.mol

Synonyms:26843-47-0;bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride;4-Oxatricyclo[5.2.2.02,6]undecane-3,5-dione;Hexahydro-4,7-ethanoisobenzofuran-1,3-dione;4-Oxatricyclo[5.2.2.0,2,6]undecane-3,5-dione;NSC73663;NCIOpen2_000426;SCHEMBL394397;SCHEMBL17243591;DTXSID40291177;BRHQMPOFCRGJCM-UHFFFAOYSA-N;BBA84347;MFCD00180708;NSC-73663;AKOS006345016;SY320557;CS-0238815;FT-0622961;bicyclo[2.2.2]octane-2,3dicarboxylic anhydride;EN300-2009992;4-oxa-tricyclo[5.2.2.02,6]undecane-3,5-dione;BICYCLO[2.2.2]OCTANE-2,3-DICARBOXYLICANHYDRIDE

Chemical Property of Bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride

Chemical Property:

• Melting Point: 251-253 °C (decomp)
• Boiling Point: 336.6±11.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.275±0.06 g/cm3(Predicted)
• LogP: 1.12220
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

BICYCLO[2.2.2]OCTANE-2,3-DICARBOXYLIC ANHYDRIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CCC1C3C2C(=O)OC3=O

Technology Process of Bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride

There total 8 articles about Bicyclo[2.2.2]octane-2,3-dicarboxylic anhydride 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%

bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride (6708-37-8,85081-13-6,85081-14-7) → bicyclo[2.2.2]octane-2-endo,3-endo-dicarboxylic acid anhydride (26843-47-0)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20 ℃; under 1034.32 Torr; Inert atmosphere;

Reference yield: 95.0%

bicyclo[2.2.2]oct-2-ene-2,3-dicarboxylic anhydride → bicyclo[2.2.2]octane-2-endo,3-endo-dicarboxylic acid anhydride (26843-47-0)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 24h; under 258.581 - 1034.32 Torr; Inert atmosphere;

DOI:10.1039/c3gc41479e

Reference yield: 95.0%

maleic anhydride (108-31-6) + cyclohexa-1,4-diene (1165952-92-0) → bicyclo[2.2.2]octane-2-endo,3-endo-dicarboxylic acid anhydride (26843-47-0)

Guidance literature:

cyclohexa-1,4-diene; at 0 ℃; for 0.25h; Glovebox; Inert atmosphere; Flow reactor;

maleic anhydride; In ethyl acetate; at 75 ℃; Glovebox; Inert atmosphere; Flow reactor;

With 5%-palladium/activated carbon; hydrogen; In ethyl acetate; at 25 ℃; under 6464.52 Torr; Glovebox; Inert atmosphere; Flow reactor;

DOI:10.1039/c3gc41479e

upstream raw materials:

meso-endo-tetrahydro-4,7-ethanoisobenzofuran-1,3-dione

bicyclo[2.2.2]oct-5-ene-2,3-dicarboxylic anhydride

maleic anhydride

cyclohexa-1,4-diene