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Key Documents

W241504

Sigma-Aldrich

Ethyl acetoacetate

≥99%, FCC, FG

Synonym(s):

Acetoacetic ester

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About This Item

Linear Formula:
CH3COCH2COOC2H5
CAS Number:
Molecular Weight:
130.14
FEMA Number:
2415
Beilstein:
385838
EC Number:
Council of Europe no.:
240
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
9.402
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

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

vapor density

4.48 (vs air)

vapor pressure

1 mmHg ( 28.5 °C)

Assay

≥99%

autoignition temp.

580 °F

expl. lim.

9.5 %

refractive index

n20/D 1.418-1.421

bp

181 °C (lit.)

mp

−43 °C (lit.)

solubility

water: soluble 130 g/L at 20 °C

density

1.029 g/mL at 20 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

apple; fatty; green; fruity

SMILES string

CCOC(=O)CC(C)=O

InChI

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

InChI key

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).

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

164.3 °F - closed cup

Flash Point(C)

73.5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Genomes as resources for biocatalysis.
Jon D Stewart
Advances in applied microbiology, 59, 31-52 (2006-07-11)
Gérard Coureaud et al.
Current biology : CB, 16(19), 1956-1961 (2006-10-10)
Mammalian neonates depend on their mother's food supply and use a defined sequence of actions to find her mammary area. Their behavior is initially uncertain and demanding but rapidly becomes optimal. Efficient learning is thus operating in newborns. For instance
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
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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