2,2-Difluorocyclopropane-1-carboxylic Acid丨CAS 107873-03-0

2,2-Difluorocyclopropane-1-carboxylic acid (CAS 107873-03-0) is a highly functionalized fluorinated building block widely used in medicinal chemistry and organic synthesis. Its cyclopropane ring, substituted with two fluorine atoms and a carboxylic acid group, provides unique steric and electronic properties that make it valuable in the design of bioactive molecules, including enzyme inhibitors, antiviral agents, and other pharmaceutical candidates. It is commonly employed in the synthesis of cyclopropyl-containing drug scaffolds, as well as in structure–activity relationship (SAR) studies, where the fluorinated cyclopropane moiety can modulate metabolic stability, lipophilicity, and receptor binding affinity. Additionally, it serves as a key intermediate in the preparation of heterocycles, amides, esters, and other functional derivatives in advanced organic synthesis.

The benefits of 2,2-difluorocyclopropane-1-carboxylic acid stem from its unique combination of fluorination, ring strain, and carboxyl functionality. The difluorocyclopropyl group enhances metabolic stability and bioavailability when incorporated into drug molecules, while the carboxylic acid provides a versatile handle for coupling reactions, esterification, and amidation. Its small size and rigid structure enable precise spatial positioning in target molecules, improving receptor selectivity and potency. The compound is chemically stable, soluble in common organic solvents, and compatible with a wide range of reaction conditions, facilitating multi-step synthetic routes. These properties make it an indispensable tool for medicinal chemists seeking to design fluorinated cyclopropyl-containing drugs.