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688983

Ethyl acetoacetate

Arxada quality, ≥99.0% (GC)

Synonym(s):

Acetoacetic ester

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Pack SizeSKUAvailabilityPrice
1 kg
Please contact Customer Service for Availability
$187.00
240 kg
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$6,130.00

About This Item

Linear Formula:
CH3COCH2COOC2H5
CAS Number:
Molecular Weight:
130.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-516-1
Beilstein/REAXYS Number:
385838
MDL number:
Assay:
≥99.0% (GC)
Form:
liquid

$187.00


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vapor density

4.48 (vs air)

Quality Segment

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

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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1 of 1

This Item
W24151263954537349
assay

≥99.0% (GC)

assay

≥97%

assay

≥99.0% (GC)

assay

99%

solubility

water: soluble 130 g/L at 20 °C

solubility

water: soluble 35 part, organic solvents: soluble

solubility

water: soluble 130 g/L at 20 °C

solubility

water: soluble 130 g/L at 20 °C

Quality Level

200

Quality Level

300, 400

Quality Level

100

Quality Level

200

mp

−43 °C (lit.)

mp

−43 °C (lit.)

mp

−43 °C (lit.)

mp

−43 °C (lit.)

form

liquid

form

-

form

-

form

-

bp

180 °C, 181 °C (lit.)

bp

181 °C (lit.)

bp

181 °C (lit.)

bp

181 °C (lit.)


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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 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)



Global Trade Item Number

SKUGTIN
688983-25KG04061836686512
688983-1KG04061832764825
688983-240KG04061831831405

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