537365

Methyl acetoacetate

ReagentPlus^®, ≥98.5% (GC)

• Synonym(s): MAA, 3-Oxobutanoic acid methyl ester, Acetoacetic acid methyl ester
• Linear Formula: CH₃COCH₂COOCH₃
• CAS Number: 105-45-3
• Molecular Weight: 116.12
• Beilstein/REAXYS Number: 506727
• EC Number: 203-299-8
• MDL number: MFCD00008784
• UNSPSC Code: 12352100
• PubChem Substance ID: 24878214
• NACRES: NA.22

Properties

• Quality Level: 200
• product line: ReagentPlus^®
• assay: ≥98.5% (GC)
• autoignition temp.: 536 °F
• manufacturer/tradename: Sigma-Aldrich
• refractive index: n20/D 1.419 (lit.)
• bp: 169-170 °C/70 mmHg (lit.)
• mp: −80 °C (lit.)
• density: 1.076 g/mL at 25 °C (lit.)
• functional group: ester; ketone
• 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

Application

Methyl acetoacetate (MAA) can be used as a reactant for:

• Transesterification with alcohols by using various catalysts.
• The synthesis of 4-methylcoumarins with phenol in presence of zinc and I₂ as catalysts.
• Asymmetric heterogeneous hydrogenation reactions by transition metal catalysts.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H318
• pcodes: P280 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: 158.0 °F - closed cup
• flash_point_c: 70 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter