Cas no 39917-51-6 (1-(1-Adamantyl)propan-2-ol)

1-(1-Adamantyl)propan-2-ol structure
1-(1-Adamantyl)propan-2-ol structure
Product Name:1-(1-Adamantyl)propan-2-ol
CAS No:39917-51-6
MF:C13H22O
MW:194.313184261322
MDL:MFCD00267986
CID:4713838
PubChem ID:5154050
Update Time:2025-04-23

1-(1-Adamantyl)propan-2-ol Chemical and Physical Properties

Names and Identifiers

    • 1-(1-adamantyl)propan-2-ol
    • Oprea1_499942
    • 1-(adamantan-1-yl)propan-2-ol
    • HMS1607B15
    • STK503644
    • FCH1615453
    • R2770
    • 1-(tricyclo[3.3.1.1~3,7~]dec-1-yl)propan-2-ol
    • 1-(1-Adamantyl)propan-2-ol
    • MDL: MFCD00267986
    • Inchi: 1S/C13H22O/c1-9(14)5-13-6-10-2-11(7-13)4-12(3-10)8-13/h9-12,14H,2-8H2,1H3
    • InChI Key: QWTWAILYRPEELS-UHFFFAOYSA-N
    • SMILES: OC(C)CC12CC3CC(CC(C3)C1)C2

Computed Properties

  • Exact Mass: 194.167065321g/mol
  • Monoisotopic Mass: 194.167065321g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 192
  • 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
  • Topological Polar Surface Area: 20.2
  • XLogP3: 3.8

1-(1-Adamantyl)propan-2-ol Pricemore >>

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1-(1-Adamantyl)propan-2-ol Related Literature

Additional information on 1-(1-Adamantyl)propan-2-ol

Chemical Profile of 1-(1-Adamantyl)propan-2-ol (CAS No: 39917-51-6)

1-(1-Adamantyl)propan-2-ol, identified by its Chemical Abstracts Service (CAS) number 39917-51-6, is a significant organic compound that has garnered attention in the field of pharmaceutical chemistry and material science. This compound, characterized by its rigid adamantyl group attached to a propan-2-ol backbone, exhibits unique structural and functional properties that make it a valuable candidate for various applications, particularly in drug design and synthesis of advanced materials.

The structural motif of 1-(1-Adamantyl)propan-2-ol consists of a highly stable adamantane core, which is known for its exceptional rigidity and lipophilicity, linked to a secondary alcohol functionality. This combination imparts distinct physicochemical properties, including high solubility in organic solvents and enhanced metabolic stability, making it an attractive scaffold for medicinal chemists. The adamantyl group itself is renowned for its ability to improve the bioavailability and binding affinity of molecules, a property that has been leveraged in the development of novel therapeutic agents.

In recent years, the pharmaceutical industry has shown increasing interest in 1-(1-Adamantyl)propan-2-ol due to its potential as a key intermediate in the synthesis of biologically active compounds. Researchers have explored its utility in creating small-molecule inhibitors targeting various disease pathways. For instance, studies have demonstrated its role in developing protease inhibitors, which are crucial in the treatment of viral infections and cancer. The rigidity of the adamantane moiety helps in maintaining the conformational integrity of the drug molecule, thereby enhancing its interaction with biological targets.

Moreover, the propan-2-ol moiety in 1-(1-Adamantyl)propan-2-ol provides a versatile site for further functionalization, enabling chemists to tailor the compound's properties for specific applications. This flexibility has been exploited in the synthesis of chiral derivatives, which are essential in asymmetric catalysis and enantioselective drug development. The compound's ability to serve as a building block for more complex molecules has made it a staple in synthetic organic chemistry laboratories.

The material science applications of 1-(1-Adamantyl)propan-2-ol are equally noteworthy. Its unique combination of lipophilicity and rigidity makes it suitable for use in the formulation of advanced polymers and coatings. These materials exhibit enhanced durability and chemical resistance, making them ideal for industrial applications. Additionally, researchers have investigated its potential use in nanotechnology, where its molecular structure can be leveraged to create novel nanomaterials with tailored properties.

Recent advancements in computational chemistry have further highlighted the significance of 1-(1-Adamantyl)propan-2-ol. Molecular modeling studies have revealed insights into its interactions with biological targets, providing valuable information for drug design. These studies have shown that the adamantyl group can effectively penetrate biological membranes, while the propan-2-ol moiety enhances binding affinity through hydrogen bonding interactions. Such findings have guided the development of more potent and selective therapeutic agents.

The synthesis of 1-(1-Adamantyl)propan-2-ol involves multi-step organic reactions that require precise control over reaction conditions. Common synthetic routes include alkylation reactions followed by reduction steps to introduce the propan-2-ol functionality. Advances in catalytic methods have improved the efficiency and yield of these reactions, making large-scale production more feasible. The availability of high-quality starting materials and optimized synthetic protocols has contributed to the growing interest in this compound.

In conclusion, 1-(1-Adamantyl)propan-2-ol (CAS No: 39917-51-6) is a multifaceted compound with significant potential in pharmaceuticals and materials science. Its unique structural features, including the rigid adamantyl group and the versatile propan-2-ol moiety, make it an invaluable asset for researchers seeking to develop innovative solutions across multiple disciplines. As scientific understanding continues to evolve, it is likely that new applications for this compound will emerge, further solidifying its importance in modern chemistry.

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