13865-19-5

Basic information

• Product Name: Methyl 4-oxobutanoate
• Synonyms: 4-OXOBUTANOIC ACID METHYL ESTER;methyl 4-oxobutyrate;Succinaldehydic acid, methyl ester;3-Formylpropanoic acid methyl ester;4-Oxobutyric acid methyl ester;Einecs 237-611-9;Butanoic acid, 4-oxo-, Methyl ester;Methyl 4-oxobutanoate(Methyl 3-ForMylpropionate)
• CAS NO: 13865-19-5
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.12
• EINECS: 237-611-9
• Product Categories: Aldehydes;C1 to C6;Carbonyl Compounds
• Mol File: 13865-19-5.mol
• Article Data: 94

Chemical Properties

• Boiling Point: 187-188 °C(lit.)
• Flash Point: 187 °F
• Appearance: Reddish brown viscous liquid
• Density: 1.109 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.71mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Methyl 4-oxobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-oxobutanoate(13865-19-5)
• EPA Substance Registry System: Methyl 4-oxobutanoate(13865-19-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 13865-19-5(Hazardous Substances Data)

Usage

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

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

Upstream product

• 67-56-1 methanol 
• 292638-85-8 acrylic acid methyl ester 
• 818-57-5 Methyl 4-pentenoate 
• 201230-82-2 carbon monoxide 
• 99440-99-0 2-hydroxycyclobutanone 
• 29576-13-4 methyl 4-hydroxy-2-butenoate 
• 7327-99-3 4-oxo-but-2-enoic acid methyl ester 
• 35901-76-9 methyl 5-methyl-hex-4-enoate 
• 107-02-8 acrolein 
• 108-48-5 2,6-dimethylpyridine 
• 1490-25-1 succinic acid monomethylester chloride 
• 106-65-0 Dimethyl succinate 
• 611-13-2 2-furoic acid methyl ester 
• 3878-55-5 methyl hydrogen succinate 

Downstream Products

• 95691-14-8 4-(Benzhydryl-amino)-4-hydroxyphosphinoyl-butyric acid methyl ester 
• 115205-07-7 di-tert-butyl 3-((hydroxycarbonyl)methyl)-1-cyclohexene-1,5-dicarboxylate 
• 112081-57-9 3-((2S,3R,4S,5R)-3,4-Dimethyl-5-phenyl-oxazolidin-2-yl)-propionic acid methyl ester 
• 112081-60-4 3-((2S,3R,4S,5S)-3,4-Dimethyl-5-phenyl-oxazolidin-2-yl)-propionic acid methyl ester 
• 112081-59-1 3-((2S,3R,4S,5R)-3-Cyclohexyl-4-methyl-5-phenyl-oxazolidin-2-yl)-propionic acid methyl ester 
• 153393-25-0 methyl 1-benzyl-4-oxo-2-imidazolidinepropanoate 
• 101853-52-5 (S)-4-Hydroxy-hexanoic acid methyl ester 
• 112375-44-7 (Z)-methyl 6-methylhept-4-enoate 
• 112081-58-0 3-((2S,3R,4S,5R)-3-Isopropyl-4-methyl-5-phenyl-oxazolidin-2-yl)-propionic acid methyl ester 
• 120056-44-2 cis-(1R,3R)-(+)-2-benzyl-3-methoxycarbonyl-1-methoxycarbonylethyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole 
• 84129-60-2 trans-(1S,3R)-(-)-2-benzyl-3-methoxycarbonyl-1-methoxycarbonylethyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole 
• 4837-57-4 methyl trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate 
• 60702-96-7 trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid 
• 139896-96-1 5-(2-Hydroxy-1-isopropenyl-4-methoxycarbonyl-butyl)-2-phenylsulfanylmethyl-furan-3-carboxylic acid methyl ester 

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