METHYL 2-FORMYL-3-OXO-PROPIONATE Chemical Properties

Boiling point:

167.0±35.0 °C(Predicted)

Density 

1.187±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

slightly sol water; sol aqueous alkali and diethyl ether

pka

0.54±0.10(Predicted)

METHYL 2-FORMYL-3-OXO-PROPIONATE Usage And Synthesis

Uses

Methyl 2-formyl-3-oxo-propanoate is used for [2 + 2] cycloaddition (de Mayo reaction); [4 + 2]cycloaddition (hetero-Diels-Alder reaction with inverse electron demand); transformation to enamino aldehydes and their photochemical and thermal cycloadditions; Wittig reaction.

Preparation

Methyl 2-formyl-3-oxo-propanoate is prepared by Panizzi's formylation procedure of commercially available methyl 3,3- dimethoxypropanoate with methyl formate, by diformylation of potassium monomethyl malonate with dimethyl formamide and phosphorus oxychloride followed by decarboxylation, and by ozonolysis of dimethyl 2,5-cyclohexadiene-1,4-dicarboxylate.

storage

Methyl 2-formyl-3-oxo-propanoate is stable for at least 6 months if stored at -20 °C; it is a highly acidic compound. Use in a fume hood.

Purification Methods

Fractional vacuum distillation.

METHYL 2-FORMYL-3-OXO-PROPIONATE(50427-65-1)Related Product Information

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