665-31-6

Usage

Uses

Used in Chemical Synthesis:
2,2-Difluorosuccinic acid is used as a key intermediate in the preparation of fluorofumaric acid, which is an important building block for the synthesis of various pharmaceuticals, agrochemicals, and specialty chemicals. The presence of fluorine atoms in the molecule enhances the reactivity and stability of the final products, making them more effective and suitable for specific applications.
Used in Enolate Alkylation:
In organic chemistry, 2,2-difluorosuccinic acid is also utilized in enolate alkylation reactions. This process involves the formation of an enolate ion from the compound, which then reacts with an alkylating agent to form a new carbon-carbon bond. The difluorinated succinic acid structure provides unique reactivity in these reactions, allowing for the synthesis of complex organic molecules with specific functional groups and properties.

Synthesis Reference(s)

The Journal of Organic Chemistry, 70, p. 6105, 2005 DOI: 10.1021/jo050591h

InChI:InChI=1/C12H11F3O3/c1-7(11(17)18)5-10(16)8-3-2-4-9(6-8)12(13,14)15/h2-4,6-7H,5H2,1H3,(H,17,18)

Upstream product

• 107496-55-9 1-chloro-4,4-difluorocyclobutene 
• 79802-73-6 2,2-Difluorosuccinic anhydride 
• 118373-18-5 trimethylsilyl 2,2-difluoro-4-pentenoate 
• 694-62-2 1-chloro-2,3,3,-trifluorocyclobutene 
• 1986-84-1 2,2-dichloro-1,1-difluoro-3-vinyl-cyclobutane 

Downstream Products

• 672-18-4 fluorofumaric acid 
• 680-98-8 diethyl 2,2-difluorobutanedioate 
• 760-82-7 2-fluoro maleic acid 
• 862416-30-6 4-(benzylamino)-3,3-difluoro-4-oxobutanoic acid 

Relevant academic research and scientific papers

Preparation method of fluorine-containing carboxylic acid

The invention discloses a preparation method of fluorine-containing carboxylic acid. The method comprises the following steps: reacting fluorine-containing carboxylate used as a raw material with an acylating chlorination reagent to obtain a corresponding mixture of fluorine-containing acyl chloride and fluorine-containing anhydride, and hydrolyzing and drying the mixture of fluorine-containing acyl chloride and fluorine-containing anhydride to obtain high-purity fluorine-containing carboxylic acid. The method provided by the invention is suitable for post-treatment of fluorine-containing carboxylic acid prepared by a fluorine-containing olefin (monoolefine, diene, cycloolefin and the like) oxidation method, replaces the traditional strong acid acidification and ether continuous extractionprocess, and is simpler, more convenient and more applicable; and the method can also be used for recovering and purifying a fluorine-containing carboxylate emulsifier. The purity of the fluorine-containing carboxylic acid prepared by the method can reach 98% or above.

Preparation method of fluorine-containing dicarboxylic acid

The invention discloses a preparation method of fluorine-containing dicarboxylic acid, which comprises: by using fluorine-containing cycloolefin as a raw material, performing oxidation with an oxidantunder the actions of a solvent and a catalyst to generate the corresponding fluorine-containing dicarboxylic acid. According to the method, a mixed solvent composed of the organic solvent and water is used as a solvent system of an oxidation reaction, the fluorine-containing cycloolefin is oxidized into corresponding fluorine-containing dicarboxylic acid by using the oxidant under the action of the catalyst, and the method has the characteristics of simple operation, stable process, safety, short reaction time, high yield and high product quality, and is suitable for large-scale production.

Practical preparation of 3,3-difluoropyrrolidine

A practical and cost-effective synthesis of 3,3-difluoropyrrolidine is reported. The synthesis involves the isolation of two intermediates, which are prepared via two efficient through processes: (1) a Claisen rearrangement followed by a Ru(VIII)-catalyzed oxidation to prepare the 2,2-difluorosuccinic acid and (2) an efficient cyclization to form N-benzyl-3,3-difluoropyrrolidinone followed by BH3·Me2S reduction.