All Photos(3)
Synonym(s):
MAA, 3-Oxobutanoic acid methyl ester, Acetoacetic acid methyl ester
Linear Formula:
CH3COCH2COOCH3
CAS Number:
Molecular Weight:
116.12
Beilstein:
506727
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
product line
ReagentPlus®
Assay
99%
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.)
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
Looking for similar products? Visit Product Comparison Guide
Related Categories
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
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1
WGK
WGK 1
Flash Point(F)
158.0 °F
Flash Point(C)
70 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Enantioselective hydrogenation of methyl acetoacetate catalyzed by nickel supported on activated carbon or graphite.
Wolfson A, et al.
Applied Catalysis A: General, 208(1-2), 91-98 (2001)
Synergism between microwave and enzyme catalysis in intensification of reactions and selectivities: transesterification of methyl acetoacetate with alcohols.
Yadav GD and Lathi PS
J. Mol. Catal. A: Chem., 223(1-2), 51-56 (2004)
Zinc mediated transesterification of ?-ketoesters and coumarin synthesis.
Chavan SP, et al.
Tetrahedron Letters, 43(47), 8583-8586 (2002)
Synthesis and studies of 6, 6′ -BINAP derivatives for the heterogeneous asymmetric hydrogenation of methyl acetoacetate.
Saluzzo C, et al.
Tetrahedron Asymmetry, 13(11), 1141-1146 (2002)
Karl Sörelius et al.
Circulation, 130(24), 2136-2142 (2014-11-08)
Mycotic aortic aneurysm (MAA) is a rare and life-threatening disease. The aim of this European multicenter collaboration was to study the durability of endovascular aortic repair (EVAR) of MAA, by assessing late infection-related complications and long-term survival. All EVAR treated
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service