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Key Documents

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

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
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
Junguo Xin et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(10), 3177-3181 (2008-02-05)
An enantioselective Biginelli reaction that proceeds by a dual-activation route has been developed by using a combined catalyst of a readily available trans-4-hydroxyproline-derived secondary amine and a Brønsted acid. Aromatic, heteroaromatic, and fused-ring aldehydes were found to be suitable substrates
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
Hassan Valizadeh et al.
Molecular diversity, 15(1), 233-237 (2010-07-24)
In this study, a three-component one-pot synthesis of select 5-amino-6-cyano-3-hydroxybenzo[c]coumarin compounds derived from salicylaldehydes, malononitrile, and ethyl acetoacetate is reported. The reaction is conducted on grinding over MgO at room temperature resulting in good yields.

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