Chemistry:Methyl acetoacetate

From HandWiki
Methyl acetoacetate
Names
IUPAC name
methyl 3-oxobutanoate
Other names
  • Acetoacetic acid methyl ester
  • Methyl acetylacetate
  • 3-Oxobutanoic acid methyl ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 203-299-8
UNII
UN number 1993
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)
1.411
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word warning
Template:HPhrases
Template:PPhrases
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondFlammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity (yellow): no hazard codeSpecial hazards (white): no code
2
2
Flash point 70 °C (158 °F; 343 K)
Related compounds
Related esters
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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.

At large scale, methyl acetoacetate is industrially produced by treatment of diketene with methanol.[2]

Safety and environmental considerations

Methyl acetoacetate has low toxicity to animals. It is highly biodegradable.[2]

References

  1. Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2021-12-19.
  2. 2.0 2.1 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.