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W241504

Sigma-Aldrich

Ethyl acetoacetate

≥99%, FCC, FG

Sinônimo(s):

Acetoacetic ester

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About This Item

Fórmula linear:
CH3COCH2COOC2H5
Número CAS:
Peso molecular:
130.14
Número FEMA:
2415
Beilstein:
385838
Número CE:
Conselho da Europa nº:
240
Número MDL:
Código UNSPSC:
12164502
ID de substância PubChem:
Número de Flavis:
9.402
NACRES:
NA.21
Organoléptico:
apple; fatty; green; fruity
grau:
FG
Kosher
fonte biológica:
synthetic
Agency:
meets purity specifications of JECFA
alérgeno alimentar:
no known allergens

fonte biológica

synthetic

Nível de qualidade

grau

FG
Kosher

Agency

meets purity specifications of JECFA

conformidade reg.

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

densidade de vapor

4.48 (vs air)

pressão de vapor

1 mmHg ( 28.5 °C)

Ensaio

≥99%

temperatura de autoignição

580 °F

Lim. expl.

9.5 %

índice de refração

n20/D 1.418-1.421

p.e.

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.)

aplicação(ões)

flavors and fragrances

Documentação

see Safety & Documentation for available documents

alérgeno alimentar

no known allergens

Organoléptico

apple; fatty; green; fruity

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

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Aplicação


  • 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).

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


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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
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.
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
Jer Yiing Houng et al.
Journal of biotechnology, 100(3), 239-250 (2002-11-22)
This study examined the characteristics and operational parameters of the asymmetric reduction of ethyl 4-chloro acetoacetate by bakers' yeast in order to produce S-4-chloro-3-hydroxybutyric acid ethyl ester. Eight operational variables were also optimized using the Taguchi method with consideration of

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