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10913

Methyl acetoacetate

Wacker Chemie AG, ≥99.0% (GC)

Synonym(s):

ACM, 3-Oxobutanoic acid methyl ester, Acetoacetic acid methyl ester

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About This Item

Linear Formula:
CH3COCH2COOCH3
CAS Number:
105-45-3
Molecular Weight:
116.12
EC Number:
203-299-8
UNSPSC Code:
12352100
PubChem Substance ID:
57646849
Beilstein/REAXYS Number:
506727
MDL number:
MFCD00008784
Assay:
≥99.0% (GC)
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assay

≥99.0% (GC)

autoignition temp.

536 °F

manufacturer/tradename

Wacker Chemie AG

refractive index

n20/D 1.419 (lit.)

bp

169-170 °C/70 mmHg (lit.)

mp

−80 °C (lit.)

solubility

H2O: soluble 2 parts, alcohol: miscible, diethyl ether: miscible

density

1.076 g/mL at 25 °C (lit.)

SMILES string

COC(=O)CC(C)=O

InChI

1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3

InChI key

WRQNANDWMGAFTP-UHFFFAOYSA-N

General description

Methyl acetoacetate undergoes asymmetric hydrogenation to form (R)-(-)-methyl-3-hydroxybutyrate in the presence of enantioselective Ni/SiO2 catalysts. It undergoes Pechmann reactions with phenols in various ionic liquids.

Application

Methyl acetoacetate was used in development of a simple and cost effective method for monitoring of trace formaldehyde in air. It was used to study the substrate specificity of NADPH-dependent diacetyl reductase in Escherichia coli.

Other Notes

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Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Codes

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

WGK

WGK 1

Flash Point (°F)

158.0 °F - closed cup

Flash Point (°C)

70 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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