Cas no 728919-99-1 (1-tert-butyl-4-(isocyanomethyl)benzene)

1-tert-Butyl-4-(isocyanomethyl)benzene is a versatile organic compound featuring both a tert-butyl group and an isocyanomethyl functional group on a benzene ring. The tert-butyl substituent enhances steric hindrance and stability, while the isocyanomethyl group provides reactivity for further chemical transformations, such as cycloadditions or nucleophilic additions. This compound is particularly useful in synthetic organic chemistry, serving as a key intermediate in the preparation of heterocycles, polymers, and pharmaceuticals. Its well-defined structure and functional group compatibility make it valuable for controlled reactions in medicinal chemistry and materials science. The compound is typically handled under inert conditions due to the reactivity of the isocyanate moiety.
1-tert-butyl-4-(isocyanomethyl)benzene structure
728919-99-1 structure
Product Name:1-tert-butyl-4-(isocyanomethyl)benzene
CAS No:728919-99-1
MF:C12H15N
MW:173.254203081131
CID:562249
PubChem ID:2757251
Update Time:2025-06-29

1-tert-butyl-4-(isocyanomethyl)benzene Chemical and Physical Properties

Names and Identifiers

    • Benzene,1-(1,1-dimethylethyl)-4-(isocyanomethyl)-
    • 1-tert-butyl-4-(isocyanomethyl)benzene
    • 4-TERT-BUTYLBENZYLISOCYANIDE
    • AKOS006295686
    • SCHEMBL4403988
    • DTXSID90373790
    • 728919-99-1
    • FT-0644861
    • EN300-1826599
    • Inchi: 1S/C12H15N/c1-12(2,3)11-7-5-10(6-8-11)9-13-4/h5-8H,9H2,1-3H3
    • InChI Key: JAFDOAFEQMVWJP-UHFFFAOYSA-N
    • SMILES: [N+](#[C-])CC1C=CC(=CC=1)C(C)(C)C

Computed Properties

  • Exact Mass: 173.12000
  • Monoisotopic Mass: 173.120449483g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 195
  • 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: 3.2
  • Topological Polar Surface Area: 4.4?2

Experimental Properties

  • PSA: 0.00000
  • LogP: 2.63410

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1-tert-butyl-4-(isocyanomethyl)benzene Related Literature

Additional information on 1-tert-butyl-4-(isocyanomethyl)benzene

Introduction to 1-tert-butyl-4-(isocyanomethyl)benzene (CAS No. 728919-99-1) and Its Emerging Applications in Chemical Biology

1-tert-butyl-4-(isocyanomethyl)benzene, identified by the CAS number 728919-99-1, is a specialized organic compound that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound, featuring a tert-butyl group and an isocyanomethyl substituent on a benzene ring, presents a versatile platform for the development of novel pharmaceuticals, agrochemicals, and material sciences. The strategic positioning of these functional groups not only enhances its reactivity but also opens up diverse synthetic pathways, making it a valuable intermediate in organic synthesis.

The isocyanomethyl moiety in 1-tert-butyl-4-(isocyanomethyl)benzene is particularly noteworthy, as it serves as a critical site for further functionalization. This group can undergo a variety of chemical reactions, including nucleophilic substitution, addition reactions, and polymerization processes, which are essential for constructing complex molecular architectures. Such reactivity has positioned this compound as a key building block in the synthesis of polymers, coatings, and specialty chemicals. Moreover, the presence of the tert-butyl group provides steric hindrance, influencing the compound's solubility and stability under various conditions, which is crucial for optimizing its applications in different environments.

In recent years, advancements in synthetic methodologies have enabled more efficient and scalable production of 1-tert-butyl-4-(isocyanomethyl)benzene. These improvements have not only reduced costs but also enhanced the purity of the compound, making it more suitable for high-value applications. For instance, catalytic processes have been developed to minimize side reactions, ensuring that the final product meets stringent quality standards. Such developments have fueled interest in exploring its potential in pharmaceutical research.

The pharmaceutical industry has shown particular interest in 1-tert-butyl-4-(isocyanomethyl)benzene due to its structural similarity to bioactive molecules. Researchers have leveraged its framework to design derivatives with enhanced pharmacological properties. For example, modifications at the isocyanomethyl position have led to compounds with improved binding affinity to target proteins, making them promising candidates for drug development. Additionally, the tert-butyl group can be used to modulate metabolic stability, influencing how drugs are processed within the body.

One of the most exciting areas of research involving 1-tert-butyl-4-(isocyanomethyl)benzene is its role in polymer chemistry. The compound's ability to undergo polymerization reactions has been exploited to create novel materials with tailored properties. These polymers exhibit unique mechanical strength, thermal stability, and chemical resistance, making them suitable for applications in electronics, aerospace, and biomedical devices. Recent studies have demonstrated that incorporating this compound into polymer matrices can significantly enhance their performance under extreme conditions.

Another emerging application of 1-tert-butyl-4-(isocyanomethyl)benzene is in the field of agrochemicals. Derivatives of this compound have shown potential as intermediates in the synthesis of pesticides and herbicides. The structural features of this molecule allow for interactions with biological targets that disrupt harmful pests while minimizing environmental impact. This aligns with global efforts to develop sustainable agricultural practices that protect crops without compromising ecological balance.

The versatility of 1-tert-butyl-4-(isocyanomethyl)benzene extends beyond traditional chemical applications into material science. Researchers are exploring its use as a precursor for advanced materials such as liquid crystals and conductive polymers. These materials are foundational for next-generation electronic devices, including flexible displays and organic photovoltaics. The ability to fine-tune the properties of these materials through strategic functionalization makes compounds like 1-tert-butyl-4-(isocyanomethyl)benzene indispensable in this rapidly evolving field.

Recent breakthroughs in computational chemistry have further accelerated the discovery process involving 1-tert-butyl-4-(isocyanomethyl)benzene. Molecular modeling techniques allow researchers to predict how different modifications will affect the compound's behavior, enabling more targeted experimental designs. This synergy between experimental chemistry and computational methods has led to faster development cycles and more efficient use of resources.

The future prospects for 1-tert-butyl-4-(isocyanomethyl)benzene are bright, with ongoing research uncovering new possibilities across multiple disciplines. As synthetic methodologies continue to advance and our understanding of molecular interactions deepens, this compound is poised to play an increasingly significant role in innovation-driven industries.

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