537349

Ethylacetoacetat

ReagentPlus^®, 99%

• Synonym(e): EAA, Acetessigester
• Lineare Formel: CH₃COCH₂COOC₂H₅
• CAS-Nummer: 141-97-9
• Molekulargewicht: 130.14
• Beilstein: 385838
• EG-Nummer: 205-516-1
• MDL-Nummer: MFCD00009199
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24878213
• NACRES: NA.22

Eigenschaften

• Dampfdichte: 4.48 (vs air)
• Qualitätsniveau: 200
• Dampfdruck: 1 mmHg ( 28.5 °C)
• Produktlinie: ReagentPlus^®
• Assay: 99%
• Selbstzündungstemp.: 580 °F
• Expl.-Gr.: 9.5 %
• bp: 181 °C (lit.)
• mp (Schmelzpunkt): −43 °C (lit.)
• Löslichkeit: water: soluble 130 g/L at 20 °C
• Dichte: 1.029 g/mL at 20 °C (lit.)
• Funktionelle Gruppe: ester; ketone
• SMILES String: CCOC(=O)CC(C)=O
• InChI: 1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
• InChIKey: XYIBRDXRRQCHLP-UHFFFAOYSA-N

Beschreibung

Anwendung

Ethyl acetoacetate is a versatile reagent that can be used as a nucleophile in alkylation, conjugate addition and condensation reactions. Some of its applications are:

• Alkylation at the α-carbon of ethyl acetoacetate followed by hydrolysis and decarboxylation can afford a variety of methyl ketones.
• It also undergoes acylation at the α-carbon in the presence of MgCl₂ and pyridine to give synthetically important intermediates.
• It can be used in Knoevenagel condensation with aliphatic, aromatic, and heteroaromatic aldehydes to produce α-alkylideneacetoacetates.

Rechtliche Hinweise

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Lagerklassenschlüssel: 10 - Combustible liquids
• WGK: WGK 1
• Flammpunkt (°F): 164.3 °F - closed cup
• Flammpunkt (°C): 73.5 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type ABEK (EN14387) respirator filter