159441

Diethyl acetylenedicarboxylate

95%

• Synonym(s): Diethyl 2-butynedioate
• Linear Formula: C₂H₅OCOC≡CCOOC₂H₅
• CAS Number: 762-21-0
• Molecular Weight: 170.16
• Beilstein: 743166
• EC Number: 212-095-8
• MDL number: MFCD00009186
• UNSPSC Code: 12352100
• PubChem Substance ID: 24849816
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• form: liquid
• refractive index: n20/D 1.443 (lit.)
• bp: 107-110 °C/11 mmHg (lit.)
• density: 1.063 g/mL at 25 °C (lit.)
• functional group: ester
• storage temp.: 2-8°C
• SMILES string: CCOC(=O)C#CC(=O)OCC
• InChI: 1S/C8H10O4/c1-3-11-7(9)5-6-8(10)12-4-2/h3-4H2,1-2H3
• InChI key: STRNXFOUBFLVIN-UHFFFAOYSA-N

Description

General description

Diethyl acetylenedicarboxylate is a protein cross-linker.

Diethyl acetylenedicarboxylate is used as a Michael acceptor for O-vinyl oximes synthesis, and is used in the nucleophilic addition reaction.

Application

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

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363 - P405
• Hazard Classifications: Skin Corr. 1B
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): 201.2 °F - closed cup
• Flash Point(C): 94 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves