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Methyl 4-methoxyacetoacetate

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Methyl 4-methoxyacetoacetate Basic information

Product Name:
Methyl 4-methoxyacetoacetate
Synonyms:
  • 4-methoxy-3-oxo-butanoicacimethylester
  • N-(3-methylphenyl)-N-(phenylmethyl)-2-(1-piperidinyl)acetamide hydrochloride
  • 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
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
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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.)
Flash point:
193 °F
storage temp. 
Sealed in dry,Room Temperature
form 
clear liquid
pka
9.88±0.46(Predicted)
color 
Colorless to Light yellow to Light orange
Specific Gravity
1.129
BRN 
1761215
InChIKey
QGBPKJFJAVDUNC-UHFFFAOYSA-N
LogP
0.340 (est)
CAS DataBase Reference
41051-15-4(CAS DataBase Reference)
NIST Chemistry Reference
Methyl 4-methoxyacetoacetate(41051-15-4)
EPA Substance Registry System
Methyl 4-methoxyacetoacetate (41051-15-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
10
HS Code 
29189900

MSDS

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Methyl 4-methoxyacetoacetate Usage And Synthesis

Chemical Properties

colorless to yellow liquid

Uses

Methyl 4-Methoxyacetoacetate is a reactant in the formation of an abiotic poorphyrinogen in aqueous solution.

Uses

Methyl 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.

Preparation

The 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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