537349

Ethyl acetoacetate

ReagentPlus^®, 99%

• Sinônimo(s): EAA, Ethyl 3-oxobutanoate, Acetoacetic ester
• Fórmula linear: CH₃COCH₂COOC₂H₅
• Número CAS: 141-97-9
• Peso molecular: 130.14
• Beilstein: 385838
• Número CE: 205-516-1
• Número MDL: MFCD00009199
• Código UNSPSC: 12352100
• ID de substância PubChem: 24878213
• NACRES: NA.22

Propriedades

• densidade de vapor: 4.48 (vs air)
• Nível de qualidade: 200
• pressão de vapor: 1 mmHg ( 28.5 °C)
• linha de produto: ReagentPlus^®
• Ensaio: 99%
• temperatura de autoignição: 580 °F
• Lim. expl.: 9.5 %
• pb: 181 °C (lit.)
• pf: −43 °C (lit.)
• solubilidade: water: soluble 130 g/L at 20 °C
• densidade: 1.029 g/mL at 20 °C (lit.)
• grupo funcional: ester; ketone
• cadeia de caracteres SMILES: CCOC(=O)CC(C)=O
• InChI: 1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3
• chave InChI: XYIBRDXRRQCHLP-UHFFFAOYSA-N

Descrição

Aplicação

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.

Informações legais

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

Informações de segurança

• Código de classe de armazenamento: 10 - Combustible liquids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): 164.3 °F - closed cup
• Ponto de fulgor (°C): 73.5 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Gloves, type ABEK (EN14387) respirator filter