Methyl 4-oxobutyrate

HCID 83779
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Basic information

CAS
13865-19-5
Standard SMILES
COC(=O)CCC=O
InChIKey
DLZVZNAPRCRXEG-UHFFFAOYSA-N
Molecular formula
C5H8O3
Average molar mass
116.11 g/mol
Monoisotopic mass
116.04734412

Names & identifiers

Preferred name
Methyl 4-oxobutyrate
IUPAC
methyl 4-oxobutanoate
English name
Methyl 4-oxobutanoate
Molecular formula
C5H8O3
Molecular weight
116.12

Names & synonyms

Methyl 4-oxobutanoate13865-19-5Methyl 4-oxobutyrateEINECS 237-611-9DTXSID20160736RefChem:816569DTXCID3083227237-611-94-OXOBUTANOIC ACID METHYL ESTER4-oxo-butyric acid methyl estermethyl-4-oxobutanoateMFCD00082185
Show more names
Beraprost Impurity 36Methyl 4-oxobutanoate 90%
4-oxobutyric acid methyl esterButanoic acid, 4-oxo-, methyl esterMethyl 4-oxobutanoate (~85%)Succinaldehydic acid, methyl estermethyl 3-formylpropionate3-formylpropanoic acid methyl esterMethyl4-oxobutanoateBeraprost Impurity 47

Database identifiers

CAS
13865-19-5
PubChem CID
83779
DTXSID
DTXSID20160736
UNII
UVT6EYC4N3
EC Number
237-611-9
Nikkaji
J280.346A

Properties

Computed structural properties

XLogP
-0.5
Topological polar surface area
43.4 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
8

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Boiling point
187 · 187-188 °C(lit.)
Density
1.109 g/mL · 1.109 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.424(lit.)
Flash point
187 °F · 187 °F
storage temp.
2 · 2-8°C
solubility
Chloroform (Slightly), Methanol (Slightly)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
ridadr
NA 1993 / PGIII
hs_code
2918300090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 2 items

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.

Upstream & downstream products

Suppliers100 total

陕西缔都新材料有限公司81124267 17392282731 · [email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
南京修合医药科技有限公司19848384152 · [email protected]
河南多贝化工有限公司0370-6999054 17550096163 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Related reactions

18 records
New reaction record

Compound notes

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