Cas no 29912-44-5 (2-Adamantyl-4-tert-butylphenol)

2-Adamantyl-4-tert-butylphenol is a sterically hindered phenolic compound characterized by its robust antioxidant properties. The adamantyl and tert-butyl substituents enhance its thermal and oxidative stability, making it suitable for high-performance applications in polymer stabilization and lubricant formulations. Its molecular structure effectively scavenges free radicals, thereby inhibiting degradation processes in organic materials exposed to elevated temperatures or harsh environments. The compound exhibits low volatility and excellent compatibility with various matrices, ensuring long-term efficacy. These attributes make it a valuable additive in industries requiring durable antioxidant solutions, such as automotive, aerospace, and specialty chemicals. Its synthesis and purity are carefully controlled to meet stringent technical specifications.
2-Adamantyl-4-tert-butylphenol structure
29912-44-5 structure
Product Name:2-Adamantyl-4-tert-butylphenol
CAS No:29912-44-5
MF:C20H28O
MW:284.4357
MDL:MFCD00168145
CID:5083020
PubChem ID:3429412
Update Time:2025-05-24

2-Adamantyl-4-tert-butylphenol Chemical and Physical Properties

Names and Identifiers

    • 2-adamantyl-4-tert-butylphenol
    • 2-(1-adamantyl)-4-tert-butylphenol
    • 2-(1-adamantyl)-4-t-butylphenol
    • 2-(ADAMANTAN-1-YL)-4-TERT-BUTYLPHENOL
    • D94402
    • 29912-44-5
    • AS-75952
    • SCHEMBL3846962
    • 2-Adamantyl-4-tert-butylphenol
    • MDL: MFCD00168145
    • Inchi: 1S/C20H28O/c1-19(2,3)16-4-5-18(21)17(9-16)20-10-13-6-14(11-20)8-15(7-13)12-20/h4-5,9,13-15,21H,6-8,10-12H2,1-3H3
    • InChI Key: ANLXUFMFSLQLSR-UHFFFAOYSA-N
    • SMILES: O([H])C1C([H])=C([H])C(C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])=C([H])C=1C12C([H])([H])C3([H])C([H])([H])C([H])(C([H])([H])C([H])(C3([H])[H])C1([H])[H])C2([H])[H]

Computed Properties

  • Exact Mass: 284.214015512g/mol
  • Monoisotopic Mass: 284.214015512g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 2
  • Complexity: 363
  • 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: 6.6
  • Topological Polar Surface Area: 20.2

2-Adamantyl-4-tert-butylphenol Pricemore >>

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Additional information on 2-Adamantyl-4-tert-butylphenol

2-Adamantyl-4-tert-butylphenol: A Comprehensive Overview

2-Adamantyl-4-tert-butylphenol, also known by its CAS number 29912-44-5, is a unique organic compound with significant applications in various fields. This compound, characterized by its adamantane and tert-butyl substituents, has garnered attention due to its versatile properties and potential uses in materials science, pharmaceuticals, and advanced chemical synthesis. Recent studies have highlighted its role in enhancing the stability and functionality of polymer-based materials, making it a subject of interest for researchers and industry professionals alike.

The molecular structure of 2-adamantyl-4-tert-butylphenol comprises a phenolic group attached to an adamantane moiety and a tert-butyl group. This combination imparts the compound with unique physical and chemical properties. The adamantane group contributes rigidity and hydrophobicity, while the tert-butyl group enhances thermal stability and electronic effects. These attributes make the compound suitable for applications requiring high durability and resistance to environmental factors.

Recent research has focused on the synthesis and characterization of 2-adamantyl-4-tert-butylphenol. Scientists have developed novel synthetic routes that improve yield and purity, leveraging advanced catalytic systems and reaction conditions. For instance, a study published in 2023 demonstrated the use of palladium-catalyzed coupling reactions to efficiently synthesize this compound, highlighting its potential for large-scale production in industrial settings.

In terms of applications, 2-adamantyl-4-tert-butylphenol has shown promise in the development of high-performance polymers. Its ability to act as a stabilizing agent in polymer matrices has been extensively studied. A 2023 study revealed that incorporating this compound into polyurethane materials significantly enhances their mechanical strength and resistance to UV degradation, making it a valuable additive in the manufacturing of durable coatings and elastomers.

Beyond materials science, 2-adamantyl-4-tert-butylphenol has also been explored for its potential in pharmaceuticals. Researchers have investigated its role as a building block for drug delivery systems, particularly in the design of nanoparticles with improved drug encapsulation efficiency. Its hydrophobic nature allows for better interaction with lipid membranes, facilitating the development of targeted drug delivery mechanisms.

The chemical properties of 2-adamantyl-4-tert-butylphenol are further enhanced by its ability to undergo various functional group transformations. For example, its phenolic hydroxyl group can be easily modified to introduce additional functionalities, such as esterification or etherification. These modifications expand its utility in organic synthesis, enabling the creation of complex molecules with tailored properties.

In conclusion, 2-adamantyl-4-tert-butylphenol, with its distinctive molecular structure and versatile properties, continues to be a focal point in contemporary chemical research. Its applications span across multiple industries, driven by advancements in synthesis techniques and a deeper understanding of its functional capabilities. As research progresses, this compound is expected to play an increasingly important role in developing innovative materials and therapeutic agents.

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