ethyl acetoacetate, CAS No. 141-97-9

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141-97-9

Catalog No. EBD2203503

CAS 141-97-9

Name ethyl acetoacetate

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Basic Information

Synonyms: ethylβ-ketobutyrate Acetoaceticester EAA Ethylbeta-ketobutyrate 2-ethyl-3-oxobutanoate Ethyl3-Oxobutanate LABOTEST-BBLT01690211

Molecular Formula: C6H10O3

Molecular Weight: 130.14

MDL Number: MFCD00009199

Categories: Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters Synthetic Chemistry > Basic Synthetic Reagents > C-C Bond Formation Reagents

Product Description:

Ethyl acetoacetate (EAA), also known as acetoacetic ester, is a colorless to pale yellow liquid with a fruity odor. It is a β-keto ester, characterized by the presence of both a ketone and an ester functional group on adjacent carbons. This structure makes it highly reactive and a classic example of a 1,3-dicarbonyl compound. Its primary and most significant role is as a versatile building block in organic synthesis. It is a key reagent in the acetoacetic ester synthesis and related reactions, enabling the formation of new carbon-carbon bonds. It serves as a precursor for a wide range of compounds, including heterocycles (such as pyrazoles, pyrimidines, and coumarins), pharmaceuticals (e.g., some sulfonamides and vitamins), agrochemicals, dyes, and fragrances. Its enol form is highly nucleophilic, participating in alkylation, acylation, and condensation reactions. EAA is also used as a flavoring agent and fragrance component due to its fruity aroma. It is a common industrial chemical produced on a large scale. As a flammable liquid, it requires careful handling with appropriate personal protective equipment.

Physical Properties

Color: APHA: ≤15

Melting Point: −43 °C(lit.)

Boiling Point: 180 °C

Flash Point: 73 °C

Density: 4.48 (vs air)

Solubility: water: 116 g/L (20 °C)

Refractivity: n20/D 1.419

Analytical Data

Appearance: Colourless liquid