Methyl 4-oxobutanoate

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  • 2019-12-31
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Methyl 4-oxobutanoate Basic information
Product Name:Methyl 4-oxobutanoate
Synonyms:4-OXOBUTANOIC ACID METHYL ESTER;methyl 4-oxobutyrate;Succinaldehydic acid, methyl ester;Methyl 4-oxobutanoate 90%;METHYL 4-OXOBUTANOATE;3-Formylpropanoic acid methyl ester;4-Oxobutyric acid methyl ester;Einecs 237-611-9
CAS:13865-19-5
MF:C5H8O3
MW:116.12
EINECS:237-611-9
Product Categories:Aldehydes;C1 to C6;Carbonyl Compounds
Mol File:13865-19-5.mol
Methyl 4-oxobutanoate Structure
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.)
Fp 187 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Oil
color Colourless
InChIInChI=1S/C5H8O3/c1-8-5(7)3-2-4-6/h4H,2-3H2,1H3
InChIKeyDLZVZNAPRCRXEG-UHFFFAOYSA-N
SMILESC(OC)(=O)CCC=O
LogP0.110 (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
Storage Class10 - Combustible liquids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl 4-oxobutanoate Usage And Synthesis
DescriptionMethyl-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.
UsesMethyl 4-oxobutanoate may be used as a starting material to synthesize (-)-deoxoprosophylline, a piperidine alkaloid with therapeutic potential.
ReferencesGresham, 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.
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Tag: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