Methyl 4-oxobutanoate Chemical Properties

Boiling point:

187-188 °C(lit.)

Density 

1.109 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.424(lit.)

Flash point:

187 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

color 

Colourless

InChI

InChI=1S/C5H8O3/c1-8-5(7)3-2-4-6/h4H,2-3H2,1H3

InChIKey

DLZVZNAPRCRXEG-UHFFFAOYSA-N

SMILES

C(OC)(=O)CCC=O

LogP

0.110 (est)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

HS Code 

2918300090

MSDS

• Language:English Provider:SigmaAldrich

Methyl 4-oxobutanoate Usage And Synthesis

Description

Methyl-4-oxobutyrate is a kind of oxobutyrate derivative. It is an important industrial intermediate. It, together with its methanol addition products such as methyl 4,4-dimethoxybutyrate and gamma- methoxy-gamma-butyrolactone are useful intermediates during the preparation of some important industrial compounds such as gamma- butyrolactone, 1,4-butanediol and glutamate. It is also useful as a model substrate during exploring the asymmetric henry reaction since it can assemble a stereodefined lactam with high efficiency and enantiomeric purity.

Uses

Methyl 4-oxobutanoate may be used as a starting material to synthesize (-)-deoxoprosophylline, a piperidine alkaloid with therapeutic potential.

References

Gresham, William F, R. E. Brooks, and W. M. Bruner. "Preparation of methyl 4-oxobutyrate." US2549454. 1951.
Murib, Jawad H, and W. D. Baugh. "Process for the preparation of methyl 4-oxobutyrate and its methanol addition products." US, US5072005. 1991.
https://www.scbt.com/scbt/product/methyl-4-oxobutanoate-13865-19-5

Methyl 4-oxobutanoate(13865-19-5)Related Product Information

• Methyl acetoacetate
• METHYL ACETOACETATE SODIUM SALT
• CIS-ACONITIC ANHYDRIDE
• Ethyl Succinyl Chloride
• Diisopropyl D-tartrate
• 4-Chloro-4-oxobutanoic acid methyl ester
• Dimethyl itaconate
• MONO-METHYL SUCCINATE
• DL-ISOCITRIC ACID LACTONE
• Diethyl succinosuccinate
• Dimethyl succinate
• DIMETHYL 3-OXOADIPATE
• (-)-Dimethyl D-tartrate
• 2-Ethyl-3-oxobutanoic acid methyl ester
• 2-amino-3-oxobutanoic acid methyl ester
• Methyl 2,2-dimethylacetoacetate
• 2-chloro-3-oxobutanoic acid, methyl ester
• 1,2,3,4-Cyclobutanetetracarboxylic Dianhydride