Cas no 156264-80-1 (3-bromo-5-(2-methyl-2-propanyl)aniline)

3-Bromo-5-(2-methyl-2-propanyl)aniline is a substituted aniline derivative featuring both bromo and tert-butyl functional groups. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The bromo substituent enhances reactivity for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the sterically hindered tert-butyl group can influence regioselectivity and stability. Its well-defined structure and high purity make it suitable for precise synthetic applications. The compound is typically handled under inert conditions due to the sensitivity of the aniline moiety, ensuring optimal performance in advanced chemical transformations.
3-bromo-5-(2-methyl-2-propanyl)aniline structure
156264-80-1 structure
Product Name:3-bromo-5-(2-methyl-2-propanyl)aniline
CAS No:156264-80-1
MF:C10H14BrN
MW:228.128861904144
MDL:MFCD11846053
CID:1332706
PubChem ID:50997946
Update Time:2025-06-08

3-bromo-5-(2-methyl-2-propanyl)aniline Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-(2-methyl-2-propanyl)aniline
    • SureCN1530338
    • AK119895
    • KB-235089
    • 3-Bromo-5-(tert-butyl)-4-methoxyaniline
    • 3-bromo-5-tert-butylaniline
    • 3-Bromo-5-tertbutylaniline
    • 156264-80-1
    • MFCD11846053
    • AKOS027321569
    • DB-217965
    • SCHEMBL1530352
    • 3-Bromo-5-(tert-butyl)aniline
    • SB79785
    • 3-bromo-5-tert-butyl-aniline
    • F84515
    • 3-Bromo-5-(1,1-dimethylethyl)benzenamine
    • DTXSID001273725
    • 3-bromo-5-(2-methyl-2-propanyl)aniline
    • MDL: MFCD11846053
    • Inchi: 1S/C10H14BrN/c1-10(2,3)7-4-8(11)6-9(12)5-7/h4-6H,12H2,1-3H3
    • InChI Key: KRYLAKKBPWAQDT-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=C(C=1)C(C)(C)C)N

Computed Properties

  • Exact Mass: 227.03096g/mol
  • Monoisotopic Mass: 227.03096g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 150
  • 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: 3.6
  • Topological Polar Surface Area: 26?2

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Additional information on 3-bromo-5-(2-methyl-2-propanyl)aniline

Introduction to 3-bromo-5-(2-methyl-2-propanyl)aniline (CAS No. 156264-80-1)

3-bromo-5-(2-methyl-2-propanyl)aniline, a compound with the chemical identifier CAS No. 156264-80-1, is a significant molecule in the field of pharmaceutical and chemical research. This compound belongs to the class of aromatic amines, characterized by its bromine substituent and an isobutyl group attached to the aniline core. The unique structural features of this molecule make it a valuable intermediate in the synthesis of various pharmacologically active agents.

The synthesis and application of 3-bromo-5-(2-methyl-2-propanyl)aniline have garnered considerable attention due to its role in developing novel therapeutic agents. The presence of both bromine and isobutyl groups provides multiple sites for further functionalization, enabling chemists to tailor the molecule for specific biological activities. Recent advancements in synthetic methodologies have enhanced the efficiency and scalability of producing this compound, making it more accessible for industrial applications.

In the realm of medicinal chemistry, 3-bromo-5-(2-methyl-2-propanyl)aniline has been explored as a precursor in the design of small-molecule inhibitors targeting various disease pathways. For instance, studies have demonstrated its utility in generating compounds with potential antitumor and anti-inflammatory properties. The bromine atom on the aromatic ring serves as a handle for cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing complex molecular architectures.

One of the most compelling aspects of 3-bromo-5-(2-methyl-2-propanyl)aniline is its versatility in drug discovery. Researchers have leveraged its structural framework to develop molecules that interact with specific biological targets. For example, derivatives of this compound have shown promise in modulating enzyme activity and receptor binding affinity. The isobutyl group not only enhances solubility but also influences metabolic stability, making it an attractive feature for pharmacokinetic optimization.

The growing interest in 3-bromo-5-(2-methyl-2-propanyl)aniline is also reflected in the increasing number of patents and publications detailing its synthetic routes and biological evaluations. Companies specializing in fine chemicals have incorporated this compound into their catalogues, recognizing its potential as a building block for innovative drug candidates. The demand for high-purity 3-bromo-5-(2-methyl-2-propanyl)aniline has led to improvements in manufacturing processes, ensuring consistent quality for research and development purposes.

Recent research has also highlighted the role of 3-bromo-5-(2-methyl-2-propanyl)aniline in developing next-generation therapeutics. For instance, studies have investigated its incorporation into peptidomimetics designed to mimic natural bioactive peptides. The bromine substituent facilitates modifications that enhance binding interactions with biological targets, while the isobutyl group contributes to improved pharmacokinetic profiles. These findings underscore the compound's importance as a versatile tool in medicinal chemistry.

The future prospects of 3-bromo-5-(2-methyl-2-propanyl)aniline are promising, with ongoing research exploring new synthetic strategies and applications. Advances in computational chemistry and artificial intelligence are expected to further accelerate the discovery process by predicting novel derivatives with enhanced biological activity. As our understanding of disease mechanisms evolves, compounds like 3-bromo-5-(2-methyl-2-propanyl)aniline will continue to play a crucial role in addressing unmet medical needs.

In conclusion, 3-bromo-5-(2-methyl-2-propanyl)aniline (CAS No. 156264-80-1) is a multifaceted compound with significant implications for pharmaceutical research and development. Its unique structural features and synthetic versatility make it an indispensable tool for chemists and biologists striving to develop innovative treatments for various diseases. As scientific knowledge progresses, the applications of this compound are likely to expand, reinforcing its importance in modern drug discovery efforts.

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