137081-41-5 | 1-Fluorocyclopropanecarboxylic acid

CAS:137081-41-5 | 1-Fluorocyclopropanecarboxylic acid ,Description

1-Fluorocyclopropanecarboxylic acid, also known as 1-Fluoro-2-cyclopropanecarboxylic acid, is a fluorinated organic compound with the chemical formula C3H3FoO2. It is a colorless liquid with a strong, pungent odor and is soluble in water. 1-Fluorocyclopropanecarboxylic acid is an important intermediate in organic synthesis and is used in the manufacture of pharmaceuticals, agrochemicals, and other specialty chemicals.
 

Scientific Research Applications

• Conformational Properties and Intramolecular Hydrogen Bonding: A study by Møllendal, Leonov, and de Meijere (2005) investigated the structural and conformational properties of 1-Fluorocyclopropanecarboxylic acid. Using microwave spectroscopy and quantum chemical calculations, they identified four stable conformers and studied their energy, dipole moments, and hydrogen bonding (Møllendal, Leonov, & de Meijere, 2005) .
• Stereoselective Synthesis: Shibue and Fukuda (2014) described a rhodium-catalyzed cyclopropanation method for the stereoselective synthesis of cis-2-Fluorocyclopropanecarboxylic acid. This synthesis is significant for producing specific stereoisomers of the compound (Shibue & Fukuda, 2014).
• Synthesis of Fluorinated Analog of 1-Aminocyclopropane Carboxylic Acid: Sloan and Kirk (1997) developed a synthesis method for 2-fluoro-1-aminocyclopropane-1-carboxylic acid, a fluorinated analog of 1-aminocyclopropane carboxylic acid, which could have implications in medicinal chemistry (Sloan & Kirk, 1997).
• Synthesis and Pharmacokinetics of mGluR2 Antagonists: Sakagami et al. (2008) synthesized a fluorinated compound with potential as an mGluR2 antagonist, showing comparable affinity to non-fluorinated analogs but with a superior pharmacokinetic profile (Sakagami et al., 2008).
• Positron Emission Tomography (PET) Tracer for Tumor Imaging: Shoup and Goodman (1999) synthesized Fluorine-18 labeled 1-amino-3-fluorocyclobutane-1-carboxylic acid (FACBC) for PET imaging, demonstrating its potential in tumor localization (Shoup & Goodman, 1999).
• Inhibition of ACC Deaminase: Liu et al. (2015) studied 1-Amino-2,2-difluorocyclopropane-1-carboxylic acid, which showed significant inhibition of ACC deaminase, a key enzyme in ethylene biosynthesis in plants (Liu et al., 2015).
• Microbial Enantioselective Hydrolysis: Imura, Itoh, and Miyadera (1998) achieved enantioselective synthesis of (1S,2S)-2-fluorocyclopropanecarboxylic acid via microbial resolution, important for quinolone analogue synthesis (Imura, Itoh, & Miyadera, 1998).
• Ethylene Precursor in Plants: Hoffman, Yang, and McKeon (1982) identified 1-(malonylamino)cyclopropane-1-carboxylic acid as a major metabolite of ethylene precursor in plants, revealing insights into plant physiology (Hoffman, Yang, & McKeon, 1982).
• Synthesis and Studies on mGluR Agonist Activity: Ivashkin et al. (2015) synthesized stereoisomers of 1-amino-2-fluoro-2-(phosphonomethyl)cyclopropane-1-carboxylic acid (FAP4), showing significant agonist activity against mGlu4, indicating its potential in neuropharmacology (Ivashkin et al., 2015).
• Potential in Agronomic Applications: Vanderstraeten and Van Der Straeten (2017) reviewed the role of ACC, a non-protein amino acid and precursor of ethylene, in plant development and its potential applications in agronomy (Vanderstraeten & Van Der Straeten, 2017).

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