Cas no 2166650-85-5 (2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid)

2-(Trifluoromethyl)spiro[3.3]heptane-2-carboxylic acid is a structurally unique spirocyclic compound featuring a trifluoromethyl group and a carboxylic acid functionality. Its rigid spiro[3.3]heptane scaffold enhances steric and electronic properties, making it valuable in medicinal chemistry and agrochemical research. The trifluoromethyl group contributes to increased lipophilicity and metabolic stability, while the carboxylic acid moiety allows for further derivatization or salt formation. This compound is particularly useful as a building block for designing bioactive molecules, where its constrained geometry can improve target selectivity and binding affinity. Its synthetic versatility and potential for modulating physicochemical properties make it a promising intermediate in drug discovery and material science applications.
2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid structure
2166650-85-5 structure
Product Name:2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid
CAS No:2166650-85-5
MF:C9H11F3O2
MW:208.1777
CID:5067860
PubChem ID:136574238
Update Time:2025-05-20

2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(Trifluoromethyl)spiro[3.3]heptane-2-carboxylic acid
    • 2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid
    • Inchi: 1S/C9H11F3O2/c10-9(11,12)8(6(13)14)4-7(5-8)2-1-3-7/h1-5H2,(H,13,14)
    • InChI Key: NAWSYIZPFCWINZ-UHFFFAOYSA-N
    • SMILES: FC(C1(C(=O)O[H])C([H])([H])C2(C([H])([H])C([H])([H])C2([H])[H])C1([H])[H])(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 270
  • XLogP3: 2.7
  • Topological Polar Surface Area: 37.3

2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid Pricemore >>

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2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid Related Literature

Additional information on 2-(trifluoromethyl)spiro3.3heptane-2-carboxylic acid

2-(Trifluoromethyl)Spiro[3.3]Heptane-2-Carboxylic Acid: A Comprehensive Overview

The compound 2-(trifluoromethyl)spiro[3.3]heptane-2-carboxylic acid, identified by the CAS number 2166650-85-5, is a unique organic molecule with significant potential in various chemical and pharmaceutical applications. This compound belongs to the class of spiro compounds, which are characterized by two rings joined by a single atom, in this case, the spiro carbon atom at position 2. The presence of a trifluoromethyl group (-CF?) and a carboxylic acid group (-COOH) introduces interesting electronic and steric properties, making it a subject of interest in both academic and industrial research.

The spiro structure of this compound plays a crucial role in its chemical behavior. Spiro compounds are known for their rigidity and unique electronic environments, which can influence their reactivity and stability. The trifluoromethyl group, being highly electronegative, contributes to the compound's ability to engage in various chemical interactions, such as hydrogen bonding and dipole-dipole interactions. This makes 2-(trifluoromethyl)spiro[3.3]heptane-2-carboxylic acid a promising candidate for applications in drug design, where such interactions are critical for bioavailability and efficacy.

Recent studies have explored the synthesis of this compound through various routes, including ring-closing metathesis and other organocatalytic methods. These methods have not only improved the yield but also provided insights into the stereochemical control of the spiro center. The carboxylic acid group can be readily modified to create derivatives with enhanced functionality, further expanding its utility in medicinal chemistry.

In terms of physical properties, 2-(trifluoromethyl)spiro[3.3]heptane-2-carboxylic acid exhibits a high melting point due to its rigid structure and strong intermolecular forces. This property makes it suitable for applications requiring thermal stability, such as in polymer additives or high-temperature lubricants.

The latest research has also highlighted the potential of this compound in bioactive molecule design. Its ability to act as a chiral auxiliary or a building block for complex molecules has been demonstrated in several studies. For instance, researchers have successfully used it to synthesize enantiomerically enriched compounds with potential pharmacological activity.

Furthermore, the trifluoromethyl group imparts lipophilicity to the molecule, which is advantageous in drug delivery systems where solubility and permeability are key factors. This has led to investigations into its use as a component in lipid nanoparticles and other drug delivery vehicles.

In conclusion, 2-(trifluoromethyl)spiro[3.3]heptane-2-carboxylic acid is a versatile compound with a wide range of applications across multiple disciplines. Its unique structure, combined with recent advancements in synthesis and functionalization techniques, positions it as an important tool in modern chemical research.

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