58303-20-1

Basic information

• Product Name: malonic acid mono-(4-methoxy-phenyl) ester
• Synonyms: malonic acid mono-(4-methoxy-phenyl) ester
• CAS NO: 58303-20-1
• Molecular Weight: 210.186
• Mol File: 58303-20-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: malonic acid mono-(4-methoxy-phenyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: malonic acid mono-(4-methoxy-phenyl) ester(58303-20-1)
• EPA Substance Registry System: malonic acid mono-(4-methoxy-phenyl) ester(58303-20-1)

Safety Data

• Hazardous Substances Data: 58303-20-1(Hazardous Substances Data)

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 150-76-5 4-methoxy-phenol 
• 51932-41-3 malonic acid monochloride 

Downstream Products

• 1201012-58-9 2-hydroxy-2-methyl-succinic acid 1-ethyl ester 4-(4-methoxy-phenyl) ester 
• 13252-84-1 4-hydroxy-6-methoxycoumarin 

Relevant articles and documents

Electrochemical Sulfenylation of 4-Hydroxycoumarins with Aryl Thiols Catalyzed by Potassium Iodide

A KI-catalyzed indirect electrochemical oxidative method for the synthesis of sulfenylated 4-hydroxycoumarins via cross-coupling of 4-hydroxycoumarins and aryl thiols at a low potential has been reported. The electrocatalytic activity of KI for sulfenylat

Malonic acid half oxyesters and thioesters: Solvent-free synthesis and DFT analysis of their enols

A much improved synthetic route to malonic acid half thioesters (MAHTs) and oxyesters (MAHOs), the easy incorporation of deuterium labeling expecially in MAHTs, and an unexpectedly large difference in enolization chemistry between MAHTs and MAHOs are repo

Decarboxylative ketone aldol reactions: Development and mechanistic evaluation under metal-free conditions

(Chemical Equation Presented) Malonic acid half thioesters (MAHTs) and malonic acid half oxyesters (MAHOs) are shown to undergo decarboxylative nucleophilic addition reactions with ketone and aldehyde electrophiles in the presence of stoichiometric or catalytic quantities of triethylamine at room temperature. The ability to perform these reactions under metal-free conditions has enabled a detailed mechanistic analysis of the reaction pathway leading to the 1H NMR spectroscopic characterization of a postnucleophilic addition/predecarboxylation intermediate and experimental evidence for a reversible formation of this intermediate followed by an irreversible decarboxylation. Rate constants for each of the bond forming/bond breaking steps in the reaction pathway were also determined, casting light on the differing reactivity betweenMAHOandMAHT nucleophiles in these processes. Finally, the mechanistic insights gained through these studies have been employed in the development of a new decarboxylative coumarin synthesis.