344-14-9 | Dimethyl fluoromalonate

CAS:344-14-9 | Dimethyl fluoromalonate ,Description

Dimethyl fluoromalonate (DMF) is an organic compound with the chemical formula C3H4O2F2. It is a colorless, volatile liquid that is widely used in organic synthesis and as a reagent in scientific research. DMF is also known as dimethyl malonate difluoride and has a molecular weight of 108.05 g/mol. It is soluble in water and most organic solvents, and is stable under normal laboratory conditions.
 

Scientific Research Applications

• Synthesis of Fluorinated Compounds: Dimethyl fluoromalonate is used in the synthesis of various fluorinated compounds. It has been utilized to prepare 2-fluoromalonic esters and related compounds from hexafluoropropene, which were then used to create 1H-3-fluoro-1,5-dibenzodiazepin-2,4(3H,5H)-diones (Ishikawa, Takaoka, & Ibrahim, 1984). Additionally, dialkyl fluoromalonates prepared from dimethyl fluoromalonate have been used for synthesizing dialkyl α-fluoroalkylmalonates and 5-fluorobarbituric acid derivatives (Ishikawa & Takaoka, 1981).
• Catalysis and Organic Synthesis: The compound is utilized in palladium(0)-catalyzed allylation reactions, where it reacts with allylic carbonates under neutral conditions to give SN2 allylation products. This method has been enhanced under basic conditions, resulting in increased yield (Kawasaki & Kitazume, 1999).
• Battery Technology: In the field of battery technology, bis(trimethylsilyl) 2-fluoromalonate derivatives have been explored as additives for high-voltage lithium-ion batteries. These additives showed improved capacity retention and prevented the formation of thick solid electrolyte interphase films on electrode surfaces (Lyu et al., 2019).
• Fluorinated Heterocyclic Compounds Synthesis: Dimethyl fluoromalonate is used in the synthesis of monofluorinated nitrogen-containing heterocyclic compounds, employing it as a monofluoroalkyl radical precursor in electrochemical reactions (Lv et al., 2023).
• Fluorine-Containing Pharmaceutical Intermediates: It also serves as a key intermediate in the synthesis of potentially useful compounds for fluorocarbapenems, a class of antibiotics (Ihara et al., 1993).

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