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Thermo Scientific Chemicals
Diethyl acetylenedicarboxylate, 96%
CAS: 762-21-0 | C8H10O4 | 170.164 g/mol
化学物質識別子
CAS762-21-0
IUPAC Name1,4-diethyl but-2-ynedioate
Molecular FormulaC8H10O4
InChI KeySTRNXFOUBFLVIN-UHFFFAOYSA-N
SMILESCCOC(=O)C#CC(=O)OCC
さらに表示
仕様
スペックシート
スペックシートRefractive Index1.4405-1.4465 @ 20?C
FormLiquid
Appearance (Color)Clear colorless to pale yellow
Assay (GC)≥95.0%
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in ethanol, ethyl ether, CCl4, Insoluble in water.
Notes
Store at 4°C. Protect from heat. Store away from oxidizing agents. Incompatible with strong acids and strong bases.
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.
Solubility
Soluble in ethanol, ethyl ether, CCl4, Insoluble in water.
Notes
Store at 4°C. Protect from heat. Store away from oxidizing agents. Incompatible with strong acids and strong bases.
RUO – Research Use Only
General References:
- YW Guo; YL Shi; HB Li; M Shi. Reactions of salicyl N-tosylimines or salicylaldehydes with diethyl acetylenedicarboxylate for the synthesis of highly functionalized chromenes.Tetrahedron. 2006, 16 5875-5882.
- Alan R. Katritzky; Jiangchao Yao; Weiliang Bao; Ming Qi; and Peter J. Steel. 2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate.J. Org. Chem. 1999, 64 (2), 346-350.
- For reactions of acetylenedicarboxylic esters, see Dimethyl acetyl enedicarboxyl ate, A11437.
- Reaction with enamines leads to 2(1H)-pyridones: Synthesis, 371 (1992).