38650-84-9 | Methyl 2,2-difluoropropanoate

CAS:38650-84-9 | Methyl 2,2-difluoropropanoate ,Description

Methyl 2,2-difluoropropanoate (MDP) is an organic compound with the chemical formula C4H6F2O2. It is a colorless liquid that is widely used in the chemical industry as a building block for the synthesis of various compounds. MDP is a fluorinated ester that has gained significant attention due to its unique properties, including its ability to act as a source of difluorocarbene and its potential use in the development of new drugs.
 

Scientific Research Applications

Atmospheric Impact and Environmental Science

Methyl 2,2-difluoropropanoate and its related compounds, such as perfluoroketones, have been investigated for their atmospheric fate and environmental impact. Perfluoroketones, structurally similar to Methyl 2,2-difluoropropanoate, are used as replacements for halons and chlorofluorocarbons (CFCs) due to their non-ozone-depleting characteristics. Studies using outdoor atmospheric simulation chambers have shown that photolysis is the dominant loss pathway of these compounds in the troposphere. The research indicates that these compounds have a minor impact on the atmospheric burden of fluorinated acids and, with low global warming potentials, are unlikely to significantly contribute to global warming (Ren, Bernard, Daële, & Mellouki, 2019).

Materials Science and Electrochemistry

In the field of materials science, specifically in the development of lithium-ion batteries, alkyl 3,3,3-trifluoropropanoate derivatives, closely related to Methyl 2,2-difluoropropanoate, have been utilized as electrolyte additives to enhance the high-voltage performance of LiNi1/3Co1/3Mn1/3O2/graphite batteries. The addition of these compounds to the electrolyte significantly improves the capacity retention and cycling performance of the batteries, which is attributed to the formation of a thinner cathode/electrolyte interfacial film reducing interfacial resistance at high voltages (Zheng, Huang, Pan, Wang, Fang, Ding, & Wu, 2017).

Analytical Chemistry and LC-MS Analysis

In analytical chemistry, particularly in liquid chromatography-mass spectrometry (LC-MS) analysis of oligonucleotides, fluorinated alcohols related to Methyl 2,2-difluoropropanoate have been used as acidic modifiers for mobile phases. These fluorinated alcohols, such as Hexafluoroisopropanol (HFIP), improve the performance of LC-MS by reducing MS signal suppression that typically occurs with carboxylic acids in electrospray ionization. The choice of optimal fluorinated alcohol depends on the ion-pairing agent used, with different fluorinated alcohols showing better performance with different hydrophobicity levels of ion-pairing agents (Basiri, Hattum, Dongen, Murph, & Bartlett, 2016).

Organic Chemistry and Synthetic Applications

Methyl 2,2-difluoropropanoate and its derivatives have been explored for their reactivity in organic synthesis, particularly as sources of difluorocarbene. For instance, Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate has been shown to act as an efficient source of difluorocarbene under specific conditions, exhibiting carbene reactivity comparable to trimethylsilyl 2,2-difluoro-2-(fluorosulfonyl)acetate (TFDA). This reactivity has been utilized in reactions with n-butyl acrylate to obtain difluorocyclopropane products, highlighting its potential as a reagent in the synthesis of fluorinated organic compounds (Eusterwiemann, Martínez, & Dolbier, 2012).

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