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

A12544 Ethyl acetoacetate, 99+%

CAS 번호
141-97-9
동의어
Acetoacetic acid ethyl ester
Acetoacetic ester

사이즈 가격 ($) 수량 재고 여부
250g 19.80
500g 21.00
2500g 68.20
10000g 250.00
장바구니에 추가 대량 견적에 추가 항목 보기

Ethyl acetoacetate, 99+%

MDL
MFCD00009199
EINECS
205-516-1

화학적 특성

화학식
C6H10O3
화학 식량
130.14
융점
-43°
비등점
180-181°
인화점
84°(183°F)
밀도
1.025
굴절률
1.4190
용해도
Miscible with water, benzene, chloroform, ether and acetone.

용도

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.

참고

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

참조 문헌

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.

GHS 해저드 및 주의 설명서

해저드 설명서 (EU): H227-H303-H319

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

주의 설명서: P210u-P280a-P305+P351+P338-P312a-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. 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. Call a POISON CENTER/doctor if you feel unwell. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

기타 참조

Merck
14,3758
바일슈타인
385838
통합 관세 코드
2918.30
TSCA(독성물질규제법)"
Yes
RTECS(화학물질 독성 등록)
AK5250000

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