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688983

Ethyl acetoacetate

Name: Ethyl acetoacetate
Brand: ALDRICH

Arxada quality, ≥99.0% (GC)

Synonym(s):

Acetoacetic ester

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About This Item

Linear Formula:

CH₃COCH₂COOC₂H₅

CAS Number:

141-97-9

Molecular Weight:

130.14

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

329761207

EC Number:

205-516-1

Beilstein/REAXYS Number:

385838

MDL number:

MFCD00009199

Assay:

≥99.0% (GC)

Form:

liquid

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Properties

vapor density

4.48 (vs air)

Quality Segment

200

vapor pressure

1 mmHg ( 28.5 °C)

assay

≥99.0% (GC)

form

liquid

autoignition temp.

580 °F

quality

Arxada quality

expl. lim.

9.5 %

manufacturer/tradename

Arxada AG

impurities

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

color

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

Description

Application

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.

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Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

164.3 °F - closed cup

flash_point_c

73.5 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Articles

Knoevenagel Condensation Reaction

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.

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)

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Global Trade Item Number

SKU	GTIN
688983-25KG	04061836686512
688983-1KG	04061832764825
688983-240KG	04061831831405