650-93-1

Usage

Uses

Used in Pharmaceutical Industry:
2,2-difluoro-2-(3-nitrophenyl)acetic acid is utilized as a precursor in the synthesis of various pharmaceuticals. Its unique structure and reactivity contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,2-difluoro-2-(3-nitrophenyl)acetic acid serves as a key intermediate in the production of agrochemicals. Its incorporation into these products can enhance their effectiveness in agricultural applications.
Used in Fine Chemicals Industry:
2,2-difluoro-2-(3-nitrophenyl)acetic acid is also employed as a building block in the synthesis of fine chemicals, which are high-purity chemicals used in various industries, including pharmaceuticals, fragrances, and flavors.
Used in Medicinal Chemistry and Drug Discovery:
2,2-difluoro-2-(3-nitrophenyl)acetic acid holds potential in the field of medicinal chemistry and drug discovery due to its distinctive structural attributes. It can be used to explore new chemical entities and optimize the properties of existing drug candidates.
Overall, 2,2-difluoro-2-(3-nitrophenyl)acetic acid plays a significant role in the advancement of chemical and pharmaceutical products, with applications spanning across various industries.

Upstream product

• 99-09-2 3-nitro-aniline 
• 1260657-68-8 ethyl 2,2-difluoro-2-(3-nitrophenyl)acetate 
• 40626-45-7 α,α-dichlorobenzylcyanide 
• 360-03-2 2,2-Difluoro-2-phenylacetic acid 
• 383-19-7 2,2-difluoro-2-phenylacetamide 
• 2002-72-4 α,α-difluorobenzeneacetonitrile 

Downstream Products

• 402-03-9 (3-amino-phenyl)-difluoro-acetic acid 

Relevant academic research and scientific papers

Synthetic method of aromatic ring group or aromatic heterocyclic tetrazole

The synthetic method comprises the following steps: (1) reacting 1.0 eq of ArI or HArI with 1.2 eq of ethyl 2, 2-difluoroacetate in the presence of DMSO as a solvent and 4.0 eq of Cu under the protection of nitrogen at 30 DEG C and 50 DEG C, and purifying to obtain a first intermediate compound; (2) dissolving 1.0 eq of the first intermediate compound in a mixed solvent of THF and water, adding 2.0 eq of LiOH, reacting at room temperature for 2 hours, spin-drying the solvent, adding HCl until the pH value is equal to 3, and filtering to obtain a second intermediate compound; and (3) reacting 1.0 eq of the second intermediate compound with 2.0 eq of diphenyl azide phosphate in the presence of 2.5 eq of triethylamine by taking tert-butyl alcohol as a solvent to generate aromatic ring group or aromatic heterocyclic tetrazole. The invention provides a novel synthetic method of aromatic ring group or aromatic heterocyclic tetrazole, wherein a target compound can be more conveniently obtained, and reagents participating in the reaction are low in toxicity, mild in reaction condition, simple and safe in aftertreatment, good in product quality and suitable for large-scale production.

Controlling the cleavage of carbon-carbon bonds to generate α,α-difluorobenzyl carbanions for the construction of difluoromethylbenzenes

Controlling the cleavage of carbon-carbon bonds during a chemical reaction is a substantial challenge; however, synthetic methods that accomplish this objective produce valuable and often unexplored reactivity. We have designed a mild process to generate α,α-difluorobenzyl carbanions in the presence of potassium carbonate by exploiting the cleavage of C-C bonds during the release of trifluoroacetate. The initiating reagent is potassium carbonate, which represents an improvement over existing protocols that require a strong base. Fragmentation studies across substituted arenes and heteroarenes were conducted along with computational analyses to elucidate reactivity trends. Furthermore, the mildly generated α,α-difluorobenzyl carbanions from electron-deficient aromatics and heteroaromatic rings can react with aldehydes to create derivatives of difluoromethylbenzenes, which are valuable synthetic targets.

Easy Access to Difluoromethylene-Containing Arene Analogues through Palladium-Catalysed C–H Olefination

An efficient palladium-catalysed ortho-C–H olefination of α,α-difluorophenylacetic acid derivatives using 8-aminoquinoline as a bidentate directing group has been developed. A range of olefinated arenes can thus be synthesized in a concise way. This reaction provides an easy and straightforward route to a panel of difluoromethylated arene analogues in moderate to good yields, with a satisfactory tolerance of common functional groups. Transformation of the products into a variety of other difluoromethylene-containing compounds demonstrates the utility of this method.