Cas no 1936230-67-9 (2,2-Difluorospiro[2.3]hexane-1-carboxylic acid)

2,2-Difluorospiro[2.3]hexane-1-carboxylic acid is a fluorinated spirocyclic carboxylic acid characterized by its unique structural framework, combining a spiro[2.3]hexane core with two fluorine substituents at the 2-position. This compound is of interest in medicinal chemistry and agrochemical research due to its potential as a versatile building block for the synthesis of bioactive molecules. The presence of fluorine atoms enhances metabolic stability and lipophilicity, while the spirocyclic structure offers conformational rigidity, which can improve target binding selectivity. Its carboxylic acid functionality allows for further derivatization, making it a valuable intermediate in the development of pharmaceuticals and specialty chemicals. The compound's synthetic utility and physicochemical properties underscore its relevance in advanced chemical applications.
2,2-Difluorospiro[2.3]hexane-1-carboxylic acid structure
1936230-67-9 structure
Product Name:2,2-Difluorospiro[2.3]hexane-1-carboxylic acid
CAS No:1936230-67-9
MF:C7H8F2O2
MW:162.134029388428
MDL:MFCD30309348
CID:4630535
PubChem ID:130743894
Update Time:2025-11-06

2,2-Difluorospiro[2.3]hexane-1-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid
    • Spiro[2.3]hexane-1-carboxylic acid, 2,2-difluoro-
    • Z2105052758
    • AT40772
    • 2,2-Difluorospiro[2.3]hexane-1-carboxylicacid
    • EN300-215288
    • AKOS034135746
    • 1936230-67-9
    • MDL: MFCD30309348
    • Inchi: 1S/C7H8F2O2/c8-7(9)4(5(10)11)6(7)2-1-3-6/h4H,1-3H2,(H,10,11)
    • InChI Key: DXMNAEVEFHUBKW-UHFFFAOYSA-N
    • SMILES: FC1(C(C(=O)O)C21CCC2)F

Computed Properties

  • Exact Mass: 162.04923582g/mol
  • Monoisotopic Mass: 162.04923582g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 221
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.3
  • Topological Polar Surface Area: 37.3

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Additional information on 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid

Introduction to 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid (CAS No. 1936230-67-9)

2,2-Difluorospiro[2.3]hexane-1-carboxylic acid, identified by the Chemical Abstracts Service registry number CAS No. 1936230-67-9, is a fluorinated spirocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science due to its unique structural and functional properties. This compound belongs to a class of spirocyclic molecules, which are characterized by the presence of a central spiro carbon atom linking two heterocyclic rings. The introduction of fluorine atoms into the spirocyclic framework introduces additional electronic and steric effects, making these compounds valuable candidates for drug discovery and advanced material applications.

The molecular structure of 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid consists of a six-membered spirocyclic core, with fluorine atoms substituting at the 2-position of the cyclopropane ring and a carboxylic acid functional group at the 1-position. This specific arrangement imparts distinct physicochemical properties, including enhanced metabolic stability and improved binding affinity to biological targets. The presence of fluorine atoms also facilitates the development of radiolabeled derivatives, which are increasingly utilized in diagnostic imaging and targeted therapy.

In recent years, 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid has been explored in various research contexts, particularly in the synthesis of novel pharmacophores and bioactive molecules. Its spirocyclic architecture provides a rigid scaffold that can be modified to target specific biological pathways, making it a promising candidate for developing small-molecule inhibitors and agonists. For instance, studies have demonstrated its utility in designing compounds that interact with G-protein coupled receptors (GPCRs), which are integral to numerous physiological processes and are widely targeted in drug development.

One notable application of CAS No. 1936230-67-9 is in the field of medicinal chemistry, where it serves as a key intermediate in the synthesis of fluorinated heterocycles. These heterocycles exhibit improved pharmacokinetic profiles compared to their non-fluorinated counterparts, including enhanced bioavailability and prolonged half-life. The fluorine atoms contribute to these advantages by reducing metabolic degradation through mechanisms such as electron-withdrawing effects and steric hindrance.

Advances in synthetic methodologies have enabled more efficient access to 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid, allowing researchers to explore its potential in broader applications. For example, transition-metal-catalyzed reactions have been employed to introduce fluorine atoms with high selectivity, while biocatalytic approaches offer sustainable alternatives for large-scale production. These developments align with the growing emphasis on green chemistry principles in pharmaceutical manufacturing.

The compound's unique structural features also make it relevant in materials science, particularly in the design of advanced polymers and liquid crystals. Fluorinated spirocyclic compounds can impart thermal stability and optical properties to materials, opening avenues for applications in electronic displays and high-performance coatings.

Recent research has highlighted the role of CAS No. 1936230-67-9 in addressing emerging challenges in drug discovery. For example, computational modeling studies have revealed its potential as a scaffold for developing antiviral agents by modulating interactions with viral proteases and polymerases. Additionally, its ability to form stable complexes with metal ions has been exploited in designing contrast agents for magnetic resonance imaging (MRI).

The synthesis and characterization of derivatives of 2,2-Difluorospiro[2.3]hexane-1-carboxylic acid continue to be areas of active investigation. Researchers are exploring modifications that enhance bioactivity while maintaining structural integrity, aiming to develop next-generation therapeutics with improved efficacy and safety profiles.

In conclusion,CAS No. 1936230-67-9 represents a versatile building block with significant potential across multiple scientific disciplines. Its unique combination of structural rigidity and functional diversity positions it as a valuable asset for both academic research and industrial applications.

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