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Key Documents

688983

Sigma-Aldrich

Ethyl acetoacetate

Arxada quality, ≥99.0% (GC)

동의어(들):

Acetoacetic ester

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About This Item

Linear Formula:
CH3COCH2COOC2H5
CAS Number:
Molecular Weight:
130.14
Beilstein:
385838
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.48 (vs air)

vapor pressure

1 mmHg ( 28.5 °C)

분석

≥99.0% (GC)

형태

liquid

autoignition temp.

580 °F

품질

Arxada quality

expl. lim.

9.5 %

제조업체/상표

Arxada AG

불순물

≤0.05% water
≤0.10% acid (as acetic acid)

색상

APHA: ≤15

bp

180 °C
181 °C (lit.)

mp

−43 °C (lit.)

solubility

water: soluble 130 g/L at 20 °C

density

1.029 g/mL at 20 °C (lit.)

SMILES string

CCOC(=O)CC(C)=O

InChI

1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3

InChI key

XYIBRDXRRQCHLP-UHFFFAOYSA-N

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애플리케이션

Ethyl acetoacetate can undergo:
  • Transesterification with primary and secondary alcohols in the presence of boric acid.
  • Microbial reduction to form (S)-ethyl 3-hydroxybutyrate.
  • C-acylation by acid chlorides in the presence of magnesium chloride and pyridine.
  • Asymmetric biphasic catalytic hydrogenation in the presence of a water-soluble ruthenium-BINAP complex.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

164.3 °F - closed cup

Flash Point (°C)

73.5 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


시험 성적서(COA)

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Hydrogenation of ethyl acetoacetate catalyzed by hydrosoluble BINAP derivatives
Lamouille T, et al.
Tetrahedron Letters, 42(4), 663-664 (2001)
Production of (+)-(S)-Ethyl 3-Hydroxybutyrate and (−)-(R)-Ethyl 3-Hydroxybutyrate by Microbial Reduction of Ethyl Acetoacetate
Wipf B, et al.
Helvetica Chimica Acta, 66(2), 485-488 (1983)
Boric acid: an efficient and environmentally benign catalyst for transesterification of ethyl acetoacetate
Kondaiah GCM, et al.
Tetrahedron Letters, 49(1), 106-109 (2008)
Enantioselective catalytic asymmetric hydrogenation of ethyl acetoacetate in room temperature ionic liquids
Berthod M, et al.
Tetrahedron Asymmetry, 15(14), 2219-2221 (2004)
Procedures for the acylation of diethyl malonate and ethyl acetoacetate with acid chlorides using tertiary amine bases and magnesium chloride.
Rathke MW and Cowan PJ.
The Journal of Organic Chemistry, 50(15), 2622-2624 (1985)

문서

Knoevenagel Condensation is an organic reaction named after Emil Knoevenagel. It is a classic C-C bond formation reaction and a modification of the Aldol Condensation.

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