Cas no 52582-89-5 (3-(adamantan-1-yl)propanenitrile)

3-(Adamantan-1-yl)propanenitrile is a nitrile-functionalized adamantane derivative, valued for its rigid, cage-like adamantane structure, which imparts exceptional thermal and chemical stability. The propanenitrile moiety enhances its utility as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. Its high lipophilicity and steric bulk make it suitable for modifying molecular properties in drug design, such as improving metabolic stability or membrane permeability. The compound’s robust framework also supports applications in advanced material science, including polymer additives and liquid crystals. Its well-defined reactivity profile facilitates selective transformations, offering synthetic versatility for tailored chemical modifications.
3-(adamantan-1-yl)propanenitrile structure
52582-89-5 structure
Product Name:3-(adamantan-1-yl)propanenitrile
CAS No:52582-89-5
MF:C13H19N
MW:189.29666352272
CID:937145
PubChem ID:3366901
Update Time:2025-05-21

3-(adamantan-1-yl)propanenitrile Chemical and Physical Properties

Names and Identifiers

    • LABOTEST-BB LT00077080
    • 3-(adamantan-1-yl)propanenitrile
    • SCHEMBL2746825
    • AKOS006277417
    • EN300-1849888
    • AKOS023848962
    • 3-(1-adamantyl)propanenitrile
    • OFVQKRSFAJZMKT-UHFFFAOYSA-N
    • CS-0305780
    • 52582-89-5
    • Inchi: 1S/C13H19N/c14-3-1-2-13-7-10-4-11(8-13)6-12(5-10)9-13/h10-12H,1-2,4-9H2
    • InChI Key: OFVQKRSFAJZMKT-UHFFFAOYSA-N
    • SMILES: N#CCCC12CC3CC(CC(C3)C1)C2

Computed Properties

  • Exact Mass: 189.151749610g/mol
  • Monoisotopic Mass: 189.151749610g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 242
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.7
  • Topological Polar Surface Area: 23.8?2

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Additional information on 3-(adamantan-1-yl)propanenitrile

3-(Adamantan-1-yl)Propanenitrile: A Comprehensive Overview

3-(Adamantan-1-yl)propanenitrile, also known by its CAS registry number CAS No 52582-89-5, is a unique organic compound with a distinctive structure and versatile applications. This compound has garnered significant attention in the fields of organic chemistry, materials science, and pharmaceutical research due to its unique properties and potential for innovative applications. In this article, we will delve into the structural characteristics, synthesis methods, applications, and recent advancements related to 3-(adamantan-1-yl)propanenitrile.

The molecular structure of 3-(adamantan-1-yl)propanenitrile consists of an adamantane moiety attached to a propionitrile group. Adamantane, a diamondoid hydrocarbon, is known for its high stability and rigidity due to its cage-like structure. The integration of this rigid framework with the nitrile group introduces unique electronic and steric properties to the compound. Recent studies have highlighted the importance of such hybrid structures in enhancing the performance of materials in various applications.

One of the most notable aspects of 3-(adamantan-1-yl)propanenitrile is its synthesis process. Traditionally, the compound is synthesized through a multi-step procedure involving the reaction of adamantane derivatives with appropriate nitrile precursors. However, recent advancements in catalytic chemistry have enabled more efficient and environmentally friendly synthesis routes. For instance, researchers have successfully employed transition metal catalysts to facilitate the coupling reaction between adamantane derivatives and nitriles, significantly improving yield and purity.

The physical and chemical properties of CAS No 52582-89-5 make it highly suitable for diverse applications. Its high thermal stability and resistance to chemical degradation make it an ideal candidate for use in high-performance materials. In the field of polymer science, 3-(adamantan-1-yl)propanenitrile has been utilized as a monomer for synthesizing advanced polymers with enhanced mechanical and thermal properties. These polymers find applications in aerospace, automotive industries, and electronic devices where durability under extreme conditions is paramount.

In addition to its role in materials science, 3-(adamantan-1-yl)propanenitrile has shown promise in pharmaceutical research. The nitrile group can be readily modified to introduce bioactive functionalities, making this compound a valuable intermediate in drug discovery processes. Recent studies have explored its potential as a scaffold for developing novel therapeutic agents targeting various diseases, including cancer and neurodegenerative disorders.

The electronic properties of CAS No 52582-89-5 also render it useful in organic electronics. Its rigid structure contributes to stable charge transport properties, making it a candidate for use in organic semiconductors and light-emitting diodes (OLEDs). Researchers have reported significant progress in incorporating this compound into OLED architectures, resulting in devices with improved efficiency and longevity.

Recent advancements in computational chemistry have further deepened our understanding of the molecular behavior of 3-(adamantan-1-yli)propanenitrile. Through density functional theory (DFT) calculations, scientists have elucidated the electronic distribution and reactivity patterns of this compound at an atomic level. These insights are invaluable for designing new derivatives with tailored properties for specific applications.

In conclusion, 3-(adamantan-1-yli)propanenitrile, or CAS No 52582-89-5, stands out as a versatile compound with immense potential across multiple disciplines. Its unique structure combines the rigidity of adamantane with the reactivity of a nitrile group, enabling diverse applications in materials science, pharmaceuticals, and electronics. Ongoing research continues to uncover new possibilities for this compound, solidifying its position as an important building block in modern chemistry.

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