Cas no 175275-74-8 (trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid)

Technical Introduction: trans-2-(4-Fluorophenyl)cyclopropanecarboxylic acid is a fluorinated cyclopropane derivative characterized by its rigid cyclopropane ring and para-fluorinated aromatic moiety. This structure imparts unique steric and electronic properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The trans-configuration ensures optimal spatial orientation for selective reactivity, while the fluorine substituent enhances metabolic stability and bioavailability. Its carboxylic acid functionality allows for further derivatization, enabling applications in drug discovery, particularly for bioactive molecule design. The compound’s high purity and well-defined stereochemistry make it suitable for rigorous research and industrial processes requiring precise molecular frameworks.
trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid structure
175275-74-8 structure
Product Name:trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid
CAS No:175275-74-8
MF:C10H9FO2
MW:180.175666570663
MDL:MFCD11574991
CID:1361202
PubChem ID:10535366
Update Time:2025-06-11

trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Cyclopropanecarboxylic acid, 2-(4-fluorophenyl)-, (1R,2R)-rel-
    • 2-(4-fluorophenyl)cyclopropanecarboxylic acid
    • 2-(4-fluorophenyl)cyclopropane-1-carboxylic acid
    • 2-(4-FLUORO-PHENYL)-CYCLOPROPANECARBOXYLIC ACID
    • Cyclopropanecarboxylic acid, 2-(4-fluorophenyl)-
    • rel-(1R,2R)-2-(4-Fluorophenyl)cyclopropane-1-carboxylic acid
    • 2-(4-Fluorophenyl)cyclopropanecarboxylicAcid
    • (1R,2R)-2-(4-Fluorophenyl)cyclopropanecarboxylic Acid
    • 4014AC
    • SBB084049
    • WT12
    • trans-2-(4-Fluoro-phenyl)-cyclopropanecarboxylic acid
    • trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid
    • (1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acid
    • rac-(1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acid
    • trans-(+/-)-2-(4-fluoro-phenyl)-cyclopropanecarboxylic acid
    • CS-0047731
    • SCHEMBL1839154
    • rac-(1R,2R)-2-(4-fluorophenyl)cyclopropane-1-carboxylic acid, trans
    • (trans)-2-(4-fluoro-phenyl)-cyclopropane-carboxylic acid
    • QJJWMUZHTDQZDW-DTWKUNHWSA-N
    • (trans)-2-(4-fluoro-phenyl )-cyclopropanecarboxylic acid
    • 161711-27-9
    • (1R,2R)-2-(4-Fluoro-phenyl)-cyclopropanecarboxylic acid
    • 175275-74-8
    • AC9772
    • AS-72301
    • rel-(1R,2R)-2-(4-Fluorophenyl)cyclopropanecarboxylic acid
    • C10H9FO2
    • EN300-198289
    • (1R-trans)-2-(4-Fluorophenyl)-cyclopropanecarboxylic acid
    • (1R-trans)-2-(4-Fluoropenyl)-cyclopropanecarboxylic acid
    • Z2327124588
    • AKOS034813957
    • MDL: MFCD11574991
    • Inchi: 1S/C10H9FO2/c11-7-3-1-6(2-4-7)8-5-9(8)10(12)13/h1-4,8-9H,5H2,(H,12,13)
    • InChI Key: QJJWMUZHTDQZDW-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1)C1CC1C(=O)O

Computed Properties

  • Exact Mass: 180.05865769 g/mol
  • Monoisotopic Mass: 180.05865769 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 209
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.7
  • Topological Polar Surface Area: 37.3
  • Molecular Weight: 180.17

trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid Pricemore >>

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Additional information on trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid

Comprehensive Overview of trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid (CAS No. 175275-74-8)

trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid (CAS No. 175275-74-8) is a fluorinated cyclopropane derivative that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. The compound features a cyclopropane ring fused with a 4-fluorophenyl group and a carboxylic acid functional group, making it a versatile intermediate in organic synthesis. Researchers are particularly interested in its potential applications in drug discovery, given the growing demand for fluorinated bioactive compounds in modern medicine.

One of the key reasons for the popularity of trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid is its role in the development of small molecule inhibitors and enzyme modulators. The presence of the fluorine atom enhances the compound's metabolic stability and bioavailability, which are critical factors in drug design. Recent studies have explored its utility in targeting inflammatory pathways and neurodegenerative diseases, aligning with current trends in precision medicine. This has led to a surge in searches for terms like "fluorophenyl cyclopropane derivatives" and "cyclopropanecarboxylic acid applications" in scientific databases.

From a synthetic chemistry perspective, CAS No. 175275-74-8 is often utilized as a building block for more complex molecules. Its rigid cyclopropane core and electron-withdrawing fluorine substituent contribute to its reactivity in cross-coupling reactions and cycloadditions. This has made it a subject of interest in methodologies such as transition metal-catalyzed transformations and stereoselective synthesis, which are frequently discussed in academic forums and patent literature.

In the agrochemical sector, trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid has shown promise as a precursor for crop protection agents. The fluorine moiety improves the lipophilicity of derived compounds, enhancing their penetration into plant tissues. This aligns with the industry's focus on sustainable pest control solutions, a topic frequently searched by agricultural researchers. Keywords like "fluorinated agrochemicals" and "cyclopropane-based herbicides" reflect this growing interest.

Analytical characterization of CAS No. 175275-74-8 typically involves techniques such as NMR spectroscopy, HPLC, and mass spectrometry to confirm its high purity and stereochemical integrity. The compound's melting point and solubility profile are also well-documented, making it a reliable choice for industrial-scale applications. These properties are often queried in chemical databases under terms like "physicochemical data of fluorophenyl cyclopropanes."

Environmental and regulatory considerations for trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid are equally important. While not classified as hazardous, its derivatives undergo rigorous ecotoxicity testing to comply with global standards such as REACH and EPA guidelines. This aspect resonates with the increasing public interest in green chemistry and sustainable manufacturing, as evidenced by search trends.

In summary, trans-2-(4-fluorophenyl)cyclopropanecarboxylic acid (CAS No. 175275-74-8) represents a multifaceted compound with broad applicability across life sciences. Its structural features and functional groups continue to inspire innovations in medicinal chemistry, material science, and agrochemical development, making it a recurring subject in both academic and industrial research.

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