8.09622

Ethyl acetoacetate

for synthesis

• Sinonimo/i: Ethyl acetoacetate, EAA, Acetoacetic acid ethyl ester
• Formula empirica (notazione di Hill): C₆H₁₀O₃
• Numero CAS: 141-97-9
• Peso molecolare: 130.14
• Numero MDL: MFCD00009199
• Codice UNSPSC: 12352108
• Numero indice EU: 205-516-1
• NACRES: NA.22

Proprietà

• Tensione di vapore: 0.26 hPa ( 20 °C)
• Livello qualitativo: 200
• Saggio: ≥98.0% (GC)
• Forma fisica: liquid
• Temp. autoaccensione: 350 °C
• Potenza: 3980 mg/kg LD₅₀, oral (Rat); >5000 mg/kg LD₅₀, skin (Rabbit)
• Limite di esplosione: 1.0-54 % (v/v)
• pH: 4.0 (20 °C, 110 g/L in H₂O)
• Punto di fusione: -53.3 °C
• Temp. transizione: flash point 73.5 °C
• Solubilità: 130.3 g/L
• Densità: 1.03 g/cm³ at 20 °C
• Temperatura di conservazione: 2-30°C
• InChI: 1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3; XYIBRDXRRQCHLP-UHFFFAOYSA-N

Descrizione

Applicazioni

Ethyl acetoacetate can be used as a reactant to synthesize:

• 7-hydroxycoumarin derivatives via Pechmann condensation reaction with 1,3-dihydroxybenzene in the presence of acid catalysts.
• 2,6-disubstituted piperidine alkaloid, (−)-pinidinone via stereoselective α-aminoallylation followed by Grubbs′ olefin cross-metathesis reaction.
• Michael addition products via Michael addition reaction with chalcones and azachalcones in the presence of a base catalyst.
• α, β-unsaturated carbonyl compounds via Knoevenagel condensation reaction with glyceraldehyde acetonide in the presence of a base catalyst.

It can be also utilized as a reactant in the transesterification and asymmetric hydrogenation reactions to produce valuable products.

Risultati analitici

Assay (GC, area%): ≥ 98.0 % (a/a)
Density (d 20 °C/ 4 °C): 1.028 - 1.030
Identity (IR): passes test

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 1
• Punto d’infiammabilità (°F): 164.3 °F - closed cup
• Punto d’infiammabilità (°C): 73.5 °C - closed cup