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Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA)

CAS Number 1719-83-1

Chemistry Building Blocks, COF Ligands, Diamines and Dianhydrides, Heterocyclic Building Blocks, Materials, MOF Ligands, Monomers, Porous Organic Frameworks

Product Code B2111-LT-25g
Price £110 ex. VAT

A dianhydride with a bicyclooctene core

Mainly used as an intermediate for the preparation of imides and MOFs in application of molecular scaffolds, carbon fixation, and supramolecular architectures

Specifications | MSDS | Literature and Reviews

Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA, CAS number 1719-83-1) has a bicyclooctene fused with two succinic anhydrides. The rigidity of Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride enables it to be a robust molecular scaffold for derivatization. COeDA can be derivatised by amines for succinimides while the octene favours electrophilic substitution and olefin metathesis. An inhibitor made from COeDA has shown effectiveness (half maximal inhibitory concentration IC50 = 102.2 µM) against SAR-CoV-2 main protease in the inhibition assays. The succinimide derivatives have shown blue/violet fluorescent under UV radiation, hence they can be applied in bioimaging to monitor their bioactivity.

COeDA is used to synthesize metal organic cages (MOCs) ligands. The lantern-type MOCs have record high surface area up to 521 m2/g. Those metal organic complexes can catalyse reaction of CO2 and epoxides for the purpose of carbon fixation.

multi-functional materials

For multi-functional materials

High surface area, carbon fixation and fluorescent dye

Carboxylic building block

Carboxylic acid dianhydride building block

For the synthesis of MOF and polyimides

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High purity 1719-83-1

High purity

>99% High purity

General Information

CAS Number 1719-83-1
Chemical Formula C12H8O6
Full Name Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride
Molecular Weight 249.19 g/mol
Synonyms 4,10-Dioxatetracyclo[,6.08,12]tetradec-13-ene-3,5,9,11-tetrone
Classification / Family Dianhydride building block, Polyimides, Molecular scaffolds, MOFs

Chemical Structure

Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA) chemical structure, CAS 1719-83-1.
Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA) chemical structure, CAS 1719-83-1

Product Details

Purity >99%
Melting Point Tm = 382 °C
Appearance White to pale yellow powder/crystal

MSDS Documentation

Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA)Bicyclo(2.2.2)oct-7-ene-2,3,5,6-tetracarboxylic acid dianhydride (COeDA) MSDS Sheet

Literature and Reviews

  1. Design, synthesis and evaluation of fused bicyclo[2.2.2]octene as a potential core scaffold for the non-covalent inhibitors of SARS-CoV-2 3CLpro main protease, B. Herlah et al., Pharmaceuticals, 15, 539(2022); DOI: 10.3390/ph15050539.
  2. Porous metal-organic cages based on rigid bicyclo[2.2.2]oct-7-ene type ligands: synthesis, structure, and gas uptake properties, B. Suso et al., Chem. Eur. J., e202300732(2023); DOI: 10.1002/chem.202300732.
  3. Structural design of Mn-metal-organic frameworks toward highly efficient solvent-free cycloaddition of CO2, H. Li et al., Cryst. Growth Des., 21(7), 3728–3735(2021); DOI: 10.1021/acs.cgd.1c00037.
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