10913

Methyl acetoacetate

produced by Wacker Chemie AG, Burghausen, Germany, ≥99.0% (GC)

• Synonym(s): ACM, 3-Oxobutanoic acid methyl ester, Acetoacetic acid methyl ester
• Linear Formula: CH₃COCH₂COOCH₃
• CAS Number: 105-45-3
• Molecular Weight: 116.12
• Beilstein: 506727
• EC Number: 203-299-8
• MDL number: MFCD00008784
• UNSPSC Code: 12352100
• PubChem Substance ID: 57646849

Properties

• grade: produced by Wacker Chemie AG, Burghausen, Germany
• Quality Level: 100
• 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

Description

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

prices for bulk quantities on request

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H318
• Precautionary Statements: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): 158.0 °F - closed cup
• Flash Point(C): 70 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves