Diethyl acetylenedicarboxylate

Chemical properties

Diethyl acetylenedicarboxylate is a clear light yellow liquid which has a disagreeable smell. It is a cheap and readily available material in industry. The triple bond is a critical and useful functional group, and it has extensive applications in organic synthesis. It can react with amines, aldehydes, ketones, etc. Therefore it can be used to form various heterocycles.

Synthesis of diethyl acetylenedicarboxylate

The Uses of Diethyl acetylenedicarboxylate

Diethyl acetylenedicarboxylate is used as a protein cross-linker. It is also used in the synthesis of 3,4,5-trisubstituted 2(5H)-furanone derivatives, highly functionalized thiazolidinone derivatives, novel cyclic peroxide glucosides and 4,11-dimesitylbisanthene, soluble bisanthene derivative, via Diels-Alder reaction.

The Uses of Diethyl acetylenedicarboxylate

Diethyl acetylenedicarboxylate was used in the synthesis of:

• 3,4,5-trisubstituted 2(5H)-furanone derivatives
• highly functionalized thiazolidinone derivatives
• novel cyclic peroxide glucosides
• 4,11-dimesitylbisanthene, soluble bisanthene derivative, via Diels-Alder reaction

What are the applications of Application

Diethyl acetylenedicarboxylate is a protein cross-linker

General Description

Diethyl acetylenedicarboxylate is a protein cross-linker.

Purification Methods

Dissolve the ester in *C6H6, wash it with NaHCO3, H2O, dry over Na2SO4, filter, evaporate and distil it in a vacuum [IR: Walton & Hughes J Am Chem Soc 79 3985 1957, Truce & Kruse J Am Chem Soc 81 5372 1959]. [Beilstein 2 H 803.]