537365
Methyl acetoacetate
ReagentPlus®, ≥98.5% (GC)
Sinónimos:
MAA, 3-Oxobutanoic acid methyl ester, Acetoacetic acid methyl ester
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Fórmula lineal:
CH3COCH2COOCH3
Número CAS:
Peso molecular:
116.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-299-8
Beilstein/REAXYS Number:
506727
MDL number:
Assay:
≥98.5% (GC)
Servicio técnico
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Permítanos ayudarleQuality Level
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
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
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
Clase de almacenamiento
10 - Combustible liquids
wgk
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
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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)
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)