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Methyl 4-methoxyacetoacetate

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CAS:41051-15-4
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Methyl 4-methoxyacetoacetate Basic information
Product Name:Methyl 4-methoxyacetoacetate
Synonyms:4-methoxy-3-oxo-butanoicacimethylester;Butanoic acid, 4-methoxy-3-oxo-, methyl ester;Methyl methoxyacetoacetate;4-METHOXYACETOACETIC ACID METHYL ESTER;METHYL 4-METHOXYACETOACETATE;METHYL 4-METHOXYACETOXYACETATE;METHYL 4-METHOXY-3-OXO-BUTANOATE;3-Oxo-4-methoxybutanoic acid methyl ester
CAS:41051-15-4
MF:C6H10O4
MW:146.14
EINECS:255-188-9
Product Categories:Acetics acid and esters;C6 to C7;Carbonyl Compounds;Esters
Mol File:41051-15-4.mol
Methyl 4-methoxyacetoacetate Structure
Methyl 4-methoxyacetoacetate Chemical Properties
Melting point -80℃
Boiling point 89 °C/8.5 mmHg (lit.)
density 1.129 g/mL at 25 °C (lit.)
refractive index n20/D 1.431(lit.)
Fp 193 °F
storage temp. Sealed in dry,Room Temperature
form clear liquid
pka9.88±0.46(Predicted)
Specific Gravity1.129
color Colorless to Light yellow to Light orange
BRN 1761215
InChIKeyQGBPKJFJAVDUNC-UHFFFAOYSA-N
LogP0.340 (est)
CAS DataBase Reference41051-15-4(CAS DataBase Reference)
NIST Chemistry ReferenceMethyl 4-methoxyacetoacetate(41051-15-4)
EPA Substance Registry SystemMethyl 4-methoxyacetoacetate (41051-15-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
10
HS Code 29189900
MSDS Information
ProviderLanguage
Methyl 4-methoxy-3-oxo-butanoate English
SigmaAldrich English
ACROS English
Methyl 4-methoxyacetoacetate Usage And Synthesis
Chemical Propertiescolorless to yellow liquid
UsesMethyl 4-methoxyacetoacetate has been used in generation of a small focused library of diversely functionalized dihydropyrimidine derivatives via one-pot three-component Biginelli cyclocondensation of β-ketoesters, aldehydes and (thio)ureas.
UsesMethyl 4-Methoxyacetoacetate is a reactant in the formation of an abiotic poorphyrinogen in aqueous solution.
PreparationThe preparation method of a 4-methoxyl group methyl acetoacetate: add solvents tetrahydrofurane in a kettle. and pass into rare gas element, the temperature in the kettle arranging reactor is 15-25℃, industrial sodium hydride and metal alkaline compound is added under whipped state, add solvents tetrahydrofurane again, the mixed solution reaction 4-6h of methyl alcohol and 4-chloro methyl acetoacetate is dripped in less than 20℃, then be warming up to 20-25℃ and continue reaction 4-15h, TLC detection reaction is complete, reduce system temperature to 6-10℃, add the hydrochloric acid soln regulation system pH=5-7 that volumetric molar concentration is 2mol/L, stratification, after separatory, upper strata is concentrated is spin-dried for removing solvents tetrahydrofurane, then colorless product 4-methoxyl group methyl acetoacetate is obtained by wiped film molecular distillation.
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