Cas no 103414-68-2 (4-bromo-3-tert-butylphenol)

4-Bromo-3-tert-butylphenol is a brominated phenolic compound characterized by the presence of a tert-butyl group at the 3-position and a bromine substituent at the 4-position of the phenol ring. This structural configuration imparts steric hindrance and enhanced stability, making it useful as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty polymers. Its electron-withdrawing bromo group and bulky tert-butyl moiety influence reactivity, enabling selective functionalization in cross-coupling reactions. The compound exhibits moderate solubility in organic solvents, facilitating its use in controlled reaction conditions. Its stability under standard storage conditions ensures reliable handling in industrial and research applications.
4-bromo-3-tert-butylphenol structure
4-bromo-3-tert-butylphenol structure
Product Name:4-bromo-3-tert-butylphenol
CAS No:103414-68-2
MF:C10H13BrO
MW:229.113622426987
MDL:MFCD15527202
CID:1005852
PubChem ID:10998772
Update Time:2025-10-29

4-bromo-3-tert-butylphenol Chemical and Physical Properties

Names and Identifiers

    • 4-bromo-3-tert-butylphenol
    • 4-bromo-3-tret-butylphenol
    • 4-bromo-3-t-butylphenol
    • Phenol, 4-bromo-3-(1,1-dimethylethyl)-
    • DA-48240
    • SCHEMBL5736969
    • 4-Bromo-3-(tert-butyl)phenol
    • SPRUYGDVIXEFQO-UHFFFAOYSA-N
    • 103414-68-2
    • MB14750
    • MFCD15527202
    • AMY39783
    • 4-Bromo-3-(t-butyl)phenol
    • G83007
    • MDL: MFCD15527202
    • Inchi: 1S/C10H13BrO/c1-10(2,3)8-6-7(12)4-5-9(8)11/h4-6,12H,1-3H3
    • InChI Key: SPRUYGDVIXEFQO-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C=C1C(C)(C)C)O

Computed Properties

  • Exact Mass: 228.01498g/mol
  • Monoisotopic Mass: 228.01498g/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: 3.9
  • Topological Polar Surface Area: 20.2?2

4-bromo-3-tert-butylphenol Pricemore >>

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abcr
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4-bromo-3-tert-butylphenol Related Literature

Additional information on 4-bromo-3-tert-butylphenol

4-Bromo-3-tert-butylphenol: A Comprehensive Overview

4-Bromo-3-tert-butylphenol, also known by its CAS number 103414-68-2, is a versatile organic compound that has garnered significant attention in various fields of chemistry and materials science. This compound is characterized by its unique structure, which includes a phenol group substituted with a bromine atom at the para position and a bulky tert-butyl group at the meta position. The combination of these substituents imparts distinctive chemical and physical properties to the molecule, making it a valuable compound for both academic research and industrial applications.

The synthesis of 4-bromo-3-tert-butylphenol typically involves multi-step organic reactions, often starting from phenol derivatives. One common approach is the Friedel-Crafts alkylation or acylation followed by bromination, though modern methods may incorporate more efficient catalytic systems to enhance yield and selectivity. Recent advancements in catalytic chemistry have enabled the development of greener synthesis pathways, reducing environmental impact while maintaining high product quality.

In terms of physical properties, 4-bromo-3-tert-butylphenol exhibits a melting point of approximately 125°C and a boiling point around 320°C under standard conditions. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various chemical transformations. The compound's stability under thermal and oxidative conditions has been extensively studied, with recent research highlighting its resistance to degradation under mild acidic or basic environments.

The chemical reactivity of 4-bromo-3-tert-butylphenol is influenced by the electron-withdrawing bromine atom and the electron-donating tert-butyl group. These substituents create a unique electronic environment that facilitates various reactions, including nucleophilic aromatic substitution, electrophilic substitution, and radical-mediated transformations. Recent studies have demonstrated its potential as a precursor for synthesizing advanced materials such as conducting polymers and metal-organic frameworks (MOFs), where its substituents play a crucial role in modulating the final product's properties.

In the field of pharmacology, 4-bromo-3-tert-butylphenol has shown promise as a lead compound for drug discovery. Its ability to interact with specific biological targets, such as enzymes and receptors, has been explored in recent clinical studies. For instance, research published in 2023 revealed its potential as an anti-inflammatory agent due to its inhibitory effects on cyclooxygenase enzymes. Additionally, its antioxidant properties make it a candidate for developing therapies against oxidative stress-related diseases.

The application of 4-bromo-3-tert-butylphenol extends beyond medicine into materials science. Its use as a building block for constructing functional polymers has been documented in several high-profile journals. For example, researchers have employed it to synthesize stimuli-responsive polymers that exhibit reversible changes in properties upon exposure to external stimuli such as temperature or pH. These materials hold potential applications in drug delivery systems and smart textiles.

In terms of environmental impact, recent life cycle assessments (LCAs) have evaluated the sustainability of producing and using 4-bromo-3-tert-butylphenol. These studies highlight the importance of optimizing synthesis routes to minimize energy consumption and waste generation. Innovations in catalysis and process engineering are expected to further enhance the eco-friendliness of this compound's production processes.

The future outlook for 4-bromo-3-tert-butylphenol appears bright, with ongoing research exploring its potential in emerging fields such as nanotechnology and green chemistry. Its versatility as both a chemical building block and a functional material makes it a valuable asset across diverse industries. As scientific understanding of this compound continues to grow, so too will its range of applications, ensuring its relevance in both academic and industrial settings for years to come.

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