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141-97-9 - Ethyl acetoacetate, 99+% - Acetoacetic acid ethyl ester - Acetoacetic ester - A12544 - Alfa Aesar

A12544 Ethyl acetoacetate, 99+%

Número CAS
141-97-9
Nombre Alternativo
Acetoacetic acid ethyl ester
Acetoacetic ester

Tamaño Precio ($) Cantidad Disponibilidad
250g 19,80
500g 21,00
2500g 68,20
10000g 250,00
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Ethyl acetoacetate, 99+%

MDL
MFCD00009199
EINECS
205-516-1

Propiedades químicas

Fórmula
C6H10O3
Peso molecular
130.14
Punto de fusión
-43°
Punto de ebullición
180-181°
Punto de inflamabilidad
84°(183°F)
Densidad
1.025
Índice de refracción
1.4190
Solubilidad
Miscible with water, benzene, chloroform, ether and acetone.

Aplicaciones

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.

Notas

Incompatible with acids, bases, oxidizing agents, alkali metals and reducing agents.

Referencias documentales

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).

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).

For use in diazo transfer reactions, see 4-Acetamidobenzenesulfonyl­ azide, L15916.

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.

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.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H227-H303-H319

Combustible liquid. May be harmful if swallowed. Causes serious eye irritation.

Indicaciones de precaución: P210u-P280a-P305+P351+P338-P312a-P403+P235-P501a

Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Merck
14,3758
Beilstein
385838
Código de tarifa arancelaria unificado
2918.30
TSCA
Yes
RTECS
AK5250000

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