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Merck
CN

164100

Sigma-Aldrich

Ethyl acetoacetate sodium salt

Synonym(s):

Ethyl sodioacetoacetate, Ethyl sodium acetoacetate, Sodium ethyl acetoacetate

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About This Item

Linear Formula:
CH3C(ONa)=CHCO2C2H5
CAS Number:
Molecular Weight:
152.12
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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Assay

90-110% (perchloric acid titration)

form

powder, crystals or chunks

reaction suitability

core: sodium

impurities

≤10% Acetic acid sodium salt

mp

168 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

[Na+].CCOC(=O)\C=C(/C)[O-]

InChI

1S/C6H10O3.Na/c1-3-9-6(8)4-5(2)7;/h4,7H,3H2,1-2H3;/q;+1/p-1/b5-4+;

InChI key

RYLPINAPVLRJBZ-FXRZFVDSSA-M

General description

Ethyl acetoacetate sodium salt is an organic compound typically appearing as a white to yellow to beige solid. It is used as a precursor or additive in the fabrication of functional organic-inorganic hybrid materials. It is also employed in the synthesis of advanced electrode materials, such as metal oxide nanoparticles, by acting as a stabilizer or precursor in solution-phase reactions. Its applications extend to areas like fuel cells, batteries, and supercapacitors, where it can play a role in the preparation of complex materials and doping processes.

Application

Ethyl acetoacetate sodium salt can be used as:
  • A chelating agent or ligand precursor to form metal-organic frameworks (MOFs) and coordination polymers, which are important in catalysis, sensors, and energy storage materials.
  • A stabilizer or precursor in solution-phase reactions to produce metal oxide nanoparticles, which serve as advanced electrode materials in batteries, supercapacitors, and fuel cells.
  • A β-keto ester component in the synthesis of complex heterocyclic structures, which are of significant interest in medicinal chemistry.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Ethyl acetoacetate and acetylacetone appended hexabromo porphyrins: synthesis, spectral, electrochemical, and femtosecond third-order nonlinear optical studies
Rohal, Renu Kumari and Banerjee, et al.
Dalton Transactions, 52, 5523-5533 (2023)
Michael addition of ethyl acetoacetate on dibenzylideneacetone derivatives: Synthesis, spectroscopy, antimicrobial and in silico studies
Mouhib, Ayoub and Es-Sounni, et al.
Journal of Molecular Structure, 1321, 139790-139790 (2025)
Improvement of the Ethyl Acetoacetate Preparation Experiment: A Green Chemistry Experiment
Tan, Da-Zhi and Li, Ming-Ze and Xiong, et al.
Journal of Chemical Education, 100, 811-814 (2023)

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