The organic compound methyl acetoacetate is the methyl ester of acetoacetic acid. It is a colorless liquid. It is used as a chemical intermediate. Many of its properties are similar to those for ethyl acetoacetate, which is more common.
Names | |
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IUPAC name
methyl 3-oxobutanoate
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Other names
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.000 |
EC Number |
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PubChem CID
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UNII | |
UN number | 1993 |
CompTox Dashboard (EPA)
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Properties | |
C5H8O3 | |
Molar mass | 116.116 g·mol−1 |
Appearance | Colourless liquid |
Odor | Fruit or rum |
Density | 1.076 g/cm3 |
Boiling point | 166 °C (331 °F; 439 K) |
40 g/100 mL (20 °C) | |
Refractive index (nD)
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1.411 |
Hazards | |
GHS labelling:[1] | |
Warning | |
H319 | |
P305+P351+P338 | |
NFPA 704 (fire diamond) | |
Flash point | 70 °C (158 °F; 343 K) |
Related compounds | |
Related esters
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Related compounds
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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At large scale, methyl acetoacetate is industrially produced by treatment of diketene with methanol.[2]
Safety and environmental considerations
editMethyl acetoacetate has low toxicity to animals. It is highly biodegradable.[2]
References
edit- ^ Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2021-12-19.
- ^ a b Riemenschneider, Wilhelm; Bolt, Hermann M. (2005). "Esters, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_565.pub2. ISBN 3527306730.