Cas no 16606-29-4 (4-Bromo-3-isopropylphenol)

4-Bromo-3-isopropylphenol is a brominated phenolic compound featuring both bromo and isopropyl functional groups on the aromatic ring. This structural configuration imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The bromine substituent enhances electrophilic aromatic substitution potential, while the isopropyl group contributes to steric and electronic effects, influencing regioselectivity in further derivatization. Its high purity and stability under standard conditions ensure consistent performance in cross-coupling reactions, such as Suzuki or Ullmann couplings. The compound is typically supplied as a crystalline solid with well-characterized physicochemical properties, facilitating precise handling in research and industrial applications.
4-Bromo-3-isopropylphenol structure
4-Bromo-3-isopropylphenol structure
Product Name:4-Bromo-3-isopropylphenol
CAS No:16606-29-4
MF:C9H11BrO
MW:215.087042093277
MDL:MFCD15527199
CID:1026201
Update Time:2025-05-20

4-Bromo-3-isopropylphenol Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-3-isopropylphenol
    • 4-bromo-3-propan-2-ylphenol
    • 4-Brom-3-isopropylphenol
    • 4-BROMO-3-(PROPAN-2-YL)PHENOL
    • 4-bromo-5-isopropyl phenol
    • AK-70957
    • ANW-66294
    • CTK8C1338
    • KB-240714
    • MB14742
    • SureCN1494092
    • MDL: MFCD15527199
    • Inchi: 1S/C9H11BrO/c1-6(2)8-5-7(11)3-4-9(8)10/h3-6,11H,1-2H3
    • InChI Key: QVCXGNUBIRQHII-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C=C1C(C)C)O

Computed Properties

  • Exact Mass: 213.99933
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1

Experimental Properties

  • PSA: 20.23

4-Bromo-3-isopropylphenol Pricemore >>

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Additional information on 4-Bromo-3-isopropylphenol

Comprehensive Overview of 4-Bromo-3-isopropylphenol (CAS No. 16606-29-4): Properties, Applications, and Industry Insights

4-Bromo-3-isopropylphenol (CAS No. 16606-29-4) is a halogenated phenolic compound widely recognized for its versatile applications in organic synthesis and specialty chemicals. This aromatic derivative, featuring a bromine substituent at the 4-position and an isopropyl group at the 3-position, exhibits unique physicochemical properties that make it valuable in pharmaceuticals, agrochemicals, and material science. Its molecular formula, C9H11BrO, and moderate polarity contribute to its reactivity in cross-coupling reactions, a topic frequently searched by chemists exploring Suzuki-Miyaura coupling or Ullmann-type reactions.

Recent trends in green chemistry have spurred interest in optimizing the synthesis of 4-Bromo-3-isopropylphenol to reduce environmental impact. Researchers are investigating catalytic bromination methods using N-bromosuccinimide (NBS) or electrophilic bromination under mild conditions—keywords often queried in academic databases. The compound’s role as an intermediate in biodegradable polymer modifications aligns with the growing demand for sustainable materials, a hot topic in 2024.

From an analytical perspective, 16606-29-4 is characterized by distinct spectral features: a 1H NMR singlet (δ 7.2–7.4 ppm for aromatic protons) and IR absorption at 3200–3400 cm-1 (O-H stretch). These markers are critical for quality control, a concern frequently raised in pharmaceutical impurity profiling forums. The compound’s stability under inert atmospheres makes it suitable for high-temperature reactions, though storage recommendations (2–8°C in amber glass) are commonly searched by laboratory personnel.

Industrial applications of 4-Bromo-3-isopropylphenol extend to liquid crystal precursors and UV stabilizers, with patent analyses revealing its use in OLED materials—a trending sector due to the global push for energy-efficient displays. Notably, its logP value (~2.8) suggests moderate lipophilicity, a property leveraged in drug design for optimizing membrane permeability, as discussed in recent QSAR studies.

Emerging research explores the compound’s potential in antimicrobial coatings, particularly against biofilm-forming pathogens—a subject gaining traction in medical device development. Regulatory databases confirm its compliance with REACH and FDA indirect food additive guidelines, addressing common compliance queries. For purchasers, HPLC purity (>98%) and residual solvent levels remain top search criteria, reflecting industry emphasis on batch-to-batch consistency.

In summary, 4-Bromo-3-isopropylphenol (CAS 16606-29-4) bridges fundamental chemistry and cutting-edge applications. Its relevance in catalysis, material science, and life sciences ensures continued interest, while eco-friendly synthesis methods and advanced applications dominate contemporary discussions. This aligns with search engine data showing rising queries for "halophenol derivatives in nanotechnology" and "brominated intermediates scale-up"—topics poised to shape future R&D directions.

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