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W241504

Sigma-Aldrich

Ethyl acetoacetate

≥99%, FCC, FG

Synonyme(s) :

Ester acétoacétique

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About This Item

Formule linéaire :
CH3COCH2COOC2H5
Numéro CAS:
Poids moléculaire :
130.14
Numéro FEMA:
2415
Numéro Beilstein :
385838
Numéro CE :
Conseil de l'Europe Nº :
240
Numéro MDL:
Code UNSPSC :
12164502
ID de substance PubChem :
Numéro Flavis :
9.402
Nomenclature NACRES :
NA.21

Source biologique

synthetic

Niveau de qualité

Qualité

FG
Kosher

Agence

meets purity specifications of JECFA

Conformité réglementaire

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 117
FDA 21 CFR 172.515

Densité de vapeur

4.48 (vs air)

Pression de vapeur

1 mmHg ( 28.5 °C)

Pureté

≥99%

Température d'inflammation spontanée

580 °F

Limite d'explosivité

9.5 %

Indice de réfraction

n20/D 1.418-1.421

Point d'ébullition

181 °C (lit.)

Pf

−43 °C (lit.)

Solubilité

water: soluble 130 g/L at 20 °C

Densité

1.029 g/mL at 20 °C (lit.)

Application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

Allergène alimentaire

no known allergens

Propriétés organoleptiques

apple; fatty; green; fruity

Chaîne SMILES 

CCOC(=O)CC(C)=O

InChI

1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3

Clé InChI

XYIBRDXRRQCHLP-UHFFFAOYSA-N

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Application


  • Fabrication of a novel magnetic nanostructure based on cellulose-gellan gum hydrogel, embedded with MgAl LDH as an efficient catalyst for the synthesis of polyhydroquinoline derivatives.: This study explores the use of ethyl acetoacetate in the synthesis of polyhydroquinoline derivatives, showcasing its application in developing efficient catalytic systems for organic reactions (Hjazi A, 2024).

  • Evaluation of diethyl 4-(5-bromo-1H-indol-3-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate: synthesis, anti-corrosion potential, and biomedical applications.: This research investigates the biomedical applications and anti-corrosion properties of compounds synthesized using ethyl acetoacetate, emphasizing its versatility in chemical synthesis and material science (Ahamed FMM et al., 2024).

  • Fe(3)O(4) nanoparticles impregnated eggshell as an efficient biocatalyst for eco-friendly synthesis of 2-amino thiophene derivatives.: The study highlights the use of ethyl acetoacetate in green chemistry, particularly in the eco-friendly synthesis of thiophene derivatives using biocatalysts (Zargari M et al., 2024).

  • Pyrano[2,3-c]pyrazole fused spirooxindole-linked 1,2,3-triazoles as antioxidant agents: Exploring their utility in the development of antidiabetic drugs via inhibition of α-amylase and DPP4 activity.: This paper discusses the synthesis of novel compounds with antidiabetic properties using ethyl acetoacetate, demonstrating its potential in drug development (Chahal S et al., 2024).

  • Access to Functionalized Cyclohex-2-enones from a Multicomponent Cascade Reaction of Readily Available Alkynes, Ketones, and Ethyl Acetoacetate.: The research details a multicomponent cascade reaction involving ethyl acetoacetate, highlighting its utility in the efficient synthesis of functionalized cyclohexenones (Jiang D et al., 2024).

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

164.3 °F - closed cup

Point d'éclair (°C)

73.5 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

Gui-Rong Qu et al.
Organic letters, 11(8), 1745-1748 (2009-03-20)
A novel approach to the synthesis of purines bearing functionalized carbon substituents or methyl in position 6 was developed. Under different reaction conditions, 6-halopurine derivatives could react with ethyl acetoacetate efficiently to yield 2-(purin-6-yl)acetoacetic acid ethyl esters, (purin-6-yl)acetates and 6-methylpurines
Debasish Bandyopadhyay et al.
Molecules (Basel, Switzerland), 17(3), 2643-2662 (2012-03-07)
The classical Hantzsch reaction is one of the simplest and most economical methods for the synthesis of biologically important and pharmacologically useful 1,4-dihydropyridine derivatives. Bismuth nitrate pentahydrate under microwave irradiation is proven to act as a very efficient catalyst for
Arne T Dickschat et al.
Chemical communications (Cambridge, England), 49(22), 2195-2197 (2013-02-09)
Bifunctional mesoporous silica nanoparticles (MSNs) bearing Pd-complexes and additional basic sites were prepared and tested as cooperative active catalysts in the Tsuji-Trost allylation of ethyl acetoacetate. Functionalization of the MSNs was realized by postmodification using click-chemistry. The selectivity of mono
Nicholas E Leadbeater et al.
Nature protocols, 3(1), 1-7 (2008-01-15)
The progress of microwave-promoted reactions can be monitored by interfacing a Raman spectrometer with a scientific microwave unit. The apparatus is assembled from commercially available components. It is used in this protocol to follow the base-catalyzed reaction of salicylaldehyde with
Igor R Costa et al.
Nutrients, 7(1), 1-16 (2014-12-30)
Essential amino acids (EAA) consist of a group of nine amino acids that animals are unable to synthesize via de novo pathways. Recently, it has been found that most metazoans lack the same set of enzymes responsible for the de

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