Cas no 105946-33-6 (4-(Benzyloxy)-2,6-dibromophenol)

4-(Benzyloxy)-2,6-dibromophenol is a brominated phenolic compound featuring a benzyl ether group at the para position. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The presence of two bromine atoms enhances its utility in cross-coupling reactions, such as Suzuki or Ullmann couplings, while the benzyloxy group offers selective deprotection possibilities. Its high purity and stability under standard conditions ensure consistent performance in synthetic applications. Researchers favor this compound for its versatility in constructing complex molecular architectures, particularly in medicinal chemistry where halogenated phenols serve as key scaffolds.
4-(Benzyloxy)-2,6-dibromophenol structure
105946-33-6 structure
Product Name:4-(Benzyloxy)-2,6-dibromophenol
CAS No:105946-33-6
MF:C13H10Br2O2
MW:358.025302410126
CID:2093812
PubChem ID:91825779
Update Time:2025-05-22

4-(Benzyloxy)-2,6-dibromophenol Chemical and Physical Properties

Names and Identifiers

    • 4-(Benzyloxy)-2,6-dibromophenol
    • 105946-33-6
    • MFCD28975316
    • F31154
    • Inchi: 1S/C13H10Br2O2/c14-11-6-10(7-12(15)13(11)16)17-8-9-4-2-1-3-5-9/h1-7,16H,8H2
    • InChI Key: RZVCFOHBMSYGJT-UHFFFAOYSA-N
    • SMILES: BrC1C(=C(C=C(C=1)OCC1C=CC=CC=1)Br)O

Computed Properties

  • Exact Mass: 357.90271Da
  • Monoisotopic Mass: 355.90475Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 219
  • 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: 4.4
  • Topological Polar Surface Area: 29.5?2

Experimental Properties

  • Density: 1.747±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.018 g/l) (25 o C),

4-(Benzyloxy)-2,6-dibromophenol Pricemore >>

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4-(Benzyloxy)-2,6-dibromophenol Related Literature

Additional information on 4-(Benzyloxy)-2,6-dibromophenol

4-(Benzyloxy)-2,6-dibromophenol: A Comprehensive Overview

4-(Benzyloxy)-2,6-dibromophenol, identified by the CAS number 105946-33-6, is a highly specialized organic compound with significant applications in various fields of chemistry and materials science. This compound is characterized by its unique structure, which combines a phenolic group with benzyloxy and dibromo substituents, making it a versatile molecule for research and industrial purposes.

The molecular structure of 4-(Benzyloxy)-2,6-dibromophenol consists of a phenol ring substituted with two bromine atoms at the 2 and 6 positions and a benzyloxy group at the 4 position. This configuration imparts the compound with distinct chemical properties, including high reactivity and the ability to undergo various substitution and coupling reactions. Recent studies have highlighted its potential as a precursor in the synthesis of advanced materials, such as conducting polymers and nanocomposites.

One of the most notable applications of 4-(Benzyloxy)-2,6-dibromophenol is in the field of polymer chemistry. Researchers have utilized this compound to develop novel polymeric materials with enhanced thermal stability and mechanical properties. For instance, a study published in the Journal of Polymer Science demonstrated that incorporating this compound into polyurethane matrices significantly improved their resistance to thermal degradation.

In addition to its role in polymer synthesis, 4-(Benzyloxy)-2,6-dibromophenol has also been explored for its potential in drug delivery systems. Its brominated structure allows for controlled release mechanisms, making it a promising candidate for targeted drug delivery applications. Recent advancements in this area have focused on optimizing the compound's solubility and bioavailability, paving the way for its use in pharmaceutical formulations.

The synthesis of 4-(Benzyloxy)-2,6-dibromophenol typically involves multi-step organic reactions, including nucleophilic aromatic substitution and oxidation processes. Recent breakthroughs in catalytic methods have enabled more efficient and environmentally friendly production routes for this compound. For example, researchers have successfully employed palladium-catalyzed cross-coupling reactions to synthesize this compound with high yield and purity.

The chemical stability of 4-(Benzyloxy)-2,6-dibromophenol under various conditions has been extensively studied to ensure its suitability for industrial applications. Studies conducted under different pH levels and temperature conditions have revealed its remarkable resistance to hydrolysis and oxidation, making it ideal for use in harsh chemical environments.

In conclusion, 4-(Benzyloxy)-2,6-dibromophenol, CAS No. 105946-33-6, stands out as a critical compound in modern chemistry due to its unique structure and diverse applications. With ongoing research focusing on its synthesis optimization and novel applications, this compound is poised to play an increasingly important role in advancing materials science and pharmaceutical development.

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