Ethyl acetoacetate, 99+%, Thermo Scientific Chemicals
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Ethyl acetoacetate, 99+%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Ethyl acetoacetate, 99+%, Thermo Scientific Chemicals

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Catalog number A12544.36
also known as A12544-36
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31.65
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Quantity:
500 g
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Price (USD)/ Each
31.65
Online exclusive
35.10 
Save 3.45 (10%)
Add to cart
Ethyl acetoacetate, 99+%, Thermo Scientific Chemicals
Catalog numberA12544.36
Price (USD)/ Each
31.65
Online exclusive
35.10 
Save 3.45 (10%)
-
Add to cart
Chemical Identifiers
IUPAC Nameethyl 3-oxobutanoate
Molecular FormulaC6H10O3
InChI KeyXYIBRDXRRQCHLP-UHFFFAOYSA-N
SMILESCCOC(=O)CC(C)=O
Molecular Weight (g/mol)130.14
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SpecificationsSpecification SheetSpecification Sheet
Refractive Index1.4180-1.4200 @ 20°C (non-U.S. sourced material)
Assay (Silylated GC)≥99.0% (non-U.S. sourced material)
CommentMaterial sourced in the U.S. and in other countries
Appearance (Color)Clear colorless to pale yellow
Assay from Supplier's CofA≥99.0% (U.S. sourced material)
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Ethyl acetoacetate is used as an intermediate in organic synthesis and as a co-promoter for unsaturated polyester resins. It is widely used in the production of dyes, inks, perfumes, plastics and flavoring agents. It is an important starting material for the syntheses of alpha-substituted acetoacetic esters and cyclic compounds like pyrazole, pyrimidine and coumarin derivatives. It acts as an intermediate in the synthesis of vitamins and pharmaceuticals. It finds application as a formaldehyde scavenger.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Ethyl acetoacetate is used as an intermediate in organic synthesis and as a co-promoter for unsaturated polyester resins. It is widely used in the production of dyes, inks, perfumes, plastics and flavoring agents. It is an important starting material for the syntheses of alpha-substituted acetoacetic esters and cyclic compounds like pyrazole, pyrimidine and coumarin derivatives. It acts as an intermediate in the synthesis of vitamins and pharmaceuticals. It finds application as a formaldehyde scavenger.

Solubility
Miscible with water, benzene, chloroform, ether and acetone.

Notes
Incompatible with acids, bases, oxidizing agents, alkali metals and reducing agents.
RUO – Research Use Only

General References:

  1. Under the conditions of the classical acetoacetic ester route to methyl ketones [see, e.g.: Org. Synth. Coll., 1, 248, 351 (1941)], varying amounts of O-alkylation occur. Regioselective C-alkylation can be obtained by phase-transfer procedures: J. Org. Chem., 39, 3271 (1974). For improved alkylation using TBAB, see: Org. Prep. Proced. Int., 26, 469 (1994).
  2. Many techniques have been devised for the decarboalkoxylation of substituted ß-ketoesters (compare Diethyl malonate, A15468); for reviews, see: Synthesis, 805, 893 (1982). Enolisable ß-keto esters can be decarboalkoxylated by heating in toluene in the presence of a catalytic amount of DMAP. Other bases are ineffective: J. Org. Chem., 54, 3474 (1989).
  3. For use in diazo transfer reactions, see 4-Acetamidobenzenesulfonyl azide, L15916.
  4. Xu, L.; Jiang, Y. G.; Feng, J. Z.; Feng, J. Influence of Ethyl Acetoacetate on the Structure and Thermal Stability of Alumina Aerogel. Mater. Sci. Forum 2015, 816, 157-162.
  5. Dehghan, A.; Singh, S.; Abbasinejad, M. A.; Hassanabadi, A. Four-component reaction between cyanoacetamide, aryl aldehydes, and ethyl acetoacetate with ammonium carbonate. Res. Chem. Intermed. 2015, 41 (2), 1001-1009.