10913
乙酰乙酸甲酯
Wacker Chemie AG, ≥99.0% (GC)
别名:
ACM, 3-丁酮酸甲酯, 乙酰醋酸甲酯
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线性分子式:
CH3COCH2COOCH3
化学文摘社编号:
分子量:
116.12
EC Number:
203-299-8
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
506727
MDL number:
Assay:
≥99.0% (GC)
InChI key
WRQNANDWMGAFTP-UHFFFAOYSA-N
InChI
1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3
SMILES string
COC(=O)CC(C)=O
assay
≥99.0% (GC)
autoignition temp.
536 °F
manufacturer/tradename
Wacker Chemie AG
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.)
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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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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1
存储类别
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
法规信息
新产品
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The enantioselective hydrogenation of methyl acetoacetate over supported nickel catalysts: I. The modification procedure.
Keane MA and Webb G.
J. Catal., 136(1), 1-15 (1992)
Pechmann reaction in non-chloroaluminate acidic ionic liquids under solvent-free conditions.
Gu Y, et al.
Advanced Synthesis & Catalysis, 347(4), 512-516 (2005)
P Silber et al.
Journal of bacteriology, 118(3), 919-927 (1974-06-01)
A reduced nicotinamide adenine dinucleotide phosphate (NADPH)-dependent reductase with the ability to reduce diacetyl has been isolated from Escherichia coli and has been purified 800-fold to near homogeneity. The product of the reduction of diacetyl was shown to be acetoin.
Opas Bunkoed et al.
Analytica chimica acta, 659(1-2), 251-257 (2010-01-28)
We report the development of transparent sol-gels with entrapped sensitive and selective reagents for the detection of formaldehyde. The sampling method is based on the adsorption of formaldehyde from the air and reaction with beta-diketones (for example acetylacetone) in a
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
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