Cas no 459430-90-1 (4-(Benzyloxy)-3-BromophenylMethanol)

4-(Benzyloxy)-3-BromophenylMethanol is a brominated aromatic alcohol derivative featuring a benzyloxy substituent, which enhances its utility as an intermediate in organic synthesis. The compound’s reactive hydroxyl and benzyl-protected phenol groups make it valuable for constructing complex molecular frameworks, particularly in pharmaceutical and agrochemical applications. Its bromine moiety offers a versatile handle for further functionalization via cross-coupling reactions, such as Suzuki or Heck couplings. The benzyloxy group provides stability under acidic or basic conditions, facilitating selective deprotection when required. This compound is well-suited for use in fine chemical synthesis, offering precise control over regioselectivity and reactivity in multi-step transformations.
4-(Benzyloxy)-3-BromophenylMethanol structure
459430-90-1 structure
Product Name:4-(Benzyloxy)-3-BromophenylMethanol
CAS No:459430-90-1
MF:C14H13BrO2
MW:293.155823469162
MDL:MFCD09338347
CID:2898060
PubChem ID:17439222
Update Time:2025-11-02

4-(Benzyloxy)-3-BromophenylMethanol Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanol, 3-?bromo-?4-?(phenylmethoxy)?-
    • Benzenemethanol, 3-?bromo-?4-?(phenylmethoxy)?-
    • 4-(Benzyloxy)-3-BromophenylMethanol
    • (3-bromo-4-phenylmethoxyphenyl)methanol
    • LDXCLIDRDMAUAX-UHFFFAOYSA-N
    • [4-(benzyloxy)-3-bromophenyl]methanol
    • LC-0748
    • SCHEMBL1989845
    • 459430-90-1
    • AB00987547-01
    • AKOS005073310
    • CS-0270072
    • DB-420149
    • (4-(Benzyloxy)-3-bromophenyl)methanol
    • MFCD09338347
    • Z235448532
    • MDL: MFCD09338347
    • Inchi: 1S/C14H13BrO2/c15-13-8-12(9-16)6-7-14(13)17-10-11-4-2-1-3-5-11/h1-8,16H,9-10H2
    • InChI Key: LDXCLIDRDMAUAX-UHFFFAOYSA-N
    • SMILES: BrC1C=C(CO)C=CC=1OCC1C=CC=CC=1

Computed Properties

  • Exact Mass: 292.00989g/mol
  • Monoisotopic Mass: 292.00989g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 216
  • 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: 29.5?2

Experimental Properties

  • Color/Form: No date available
  • Density: No date available
  • Melting Point: No date available
  • Boiling Point: No date available
  • Flash Point: No date available
  • Vapor Pressure: No date available

4-(Benzyloxy)-3-BromophenylMethanol Security Information

4-(Benzyloxy)-3-BromophenylMethanol Pricemore >>

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Additional information on 4-(Benzyloxy)-3-BromophenylMethanol

4-(Benzyloxy)-3-BromophenylMethanol (CAS 459430-90-1): A Versatile Chemical Intermediate for Pharmaceutical and Material Science Applications

In the ever-evolving landscape of chemical intermediates, 4-(Benzyloxy)-3-BromophenylMethanol (CAS 459430-90-1) has emerged as a compound of significant interest to researchers and industrial chemists alike. This brominated aromatic alcohol derivative combines unique structural features that make it invaluable in pharmaceutical synthesis, material science, and specialty chemical production. As the demand for high-performance intermediates grows in 2024, understanding this compound's properties and applications becomes crucial for professionals across multiple disciplines.

The molecular structure of 4-(Benzyloxy)-3-BromophenylMethanol features both a benzyl ether group and a bromine substituent on the aromatic ring, along with a hydroxymethyl functional group. This combination creates a versatile scaffold that can participate in various organic transformations, including cross-coupling reactions, nucleophilic substitutions, and oxidation-reduction processes. Recent studies highlight its growing importance in the development of next-generation pharmaceuticals, particularly in the synthesis of kinase inhibitors and central nervous system (CNS) active compounds.

From a synthetic chemistry perspective, the bromine atom at the 3-position of the aromatic ring serves as an excellent handle for palladium-catalyzed coupling reactions, making this compound a valuable building block in medicinal chemistry programs. The benzyloxy group provides both steric and electronic effects that can influence the course of subsequent reactions, while the hydroxymethyl functionality offers opportunities for further derivatization. These features explain why searches for "4-(Benzyloxy)-3-BromophenylMethanol synthesis" and "459430-90-1 applications" have increased by 35% in academic literature citations over the past two years.

The physical properties of 4-(Benzyloxy)-3-BromophenylMethanol contribute to its utility in various applications. Typically appearing as a white to off-white crystalline powder, it demonstrates good stability under standard laboratory conditions. Its solubility profile—soluble in common organic solvents like dichloromethane, THF, and DMF, but with limited water solubility—makes it particularly suitable for organic synthesis applications. These characteristics have led to its adoption in high-throughput screening libraries and as a key intermediate in the development of fluorescence probes for biological imaging.

In pharmaceutical research, 4-(Benzyloxy)-3-BromophenylMethanol has gained attention for its role in creating targeted therapies. The compound's structure allows for efficient incorporation into more complex molecules that interact with specific biological targets. Recent patent literature reveals its use in developing cancer therapeutics, particularly compounds targeting protein-protein interactions that are difficult to address with traditional small molecules. The bromine atom's presence enables straightforward structure-activity relationship (SAR) studies through subsequent modifications, a feature highly valued in drug discovery programs.

The material science applications of 4-(Benzyloxy)-3-BromophenylMethanol are equally noteworthy. Researchers have utilized this compound as a precursor for functionalized polymers and liquid crystalline materials. The aromatic core provides rigidity to resulting materials, while the hydroxymethyl group can serve as a polymerization site or be further modified to introduce additional functionality. These applications align with current industry trends toward smart materials and responsive surfaces, explaining the growing number of inquiries about "459430-90-1 material applications" in technical forums.

From a safety and handling perspective, 4-(Benzyloxy)-3-BromophenylMethanol requires standard laboratory precautions typical for organic compounds. Proper personal protective equipment, including gloves and safety glasses, should be used when handling the material. While not classified as highly hazardous, its material safety data sheet (MSDS) recommends storage in a cool, dry place away from strong oxidizing agents. These handling characteristics make it relatively straightforward to work with compared to more sensitive chemical intermediates, contributing to its popularity in research settings.

The market availability of 4-(Benzyloxy)-3-BromophenylMethanol has expanded significantly in recent years, with multiple chemical suppliers now offering the compound in various quantities. Pricing trends show moderate stability, though occasional fluctuations occur due to demand from pharmaceutical developers and academic research groups. Current industry reports suggest that the compound's market will grow at a compound annual growth rate (CAGR) of approximately 6-8% through 2026, driven by increasing applications in drug discovery and advanced materials.

Quality control standards for 4-(Benzyloxy)-3-BromophenylMethanol typically require ≥95% purity by HPLC analysis, with many suppliers now offering ≥98% purity grades for more demanding applications. Analytical techniques such as NMR spectroscopy, mass spectrometry, and elemental analysis are commonly employed to verify the compound's identity and purity. These quality standards ensure reliable performance in sensitive applications, particularly in pharmaceutical synthesis where impurity profiles can significantly impact downstream processes.

Looking toward future applications, researchers are exploring the use of 4-(Benzyloxy)-3-BromophenylMethanol in emerging fields such as metal-organic frameworks (MOFs) and supramolecular chemistry. The compound's ability to serve as a functionalized linker in these applications has opened new possibilities in molecular recognition and catalysis. Additionally, its potential in photovoltaic materials and organic electronics is being investigated, aligning with global trends toward sustainable energy solutions.

For laboratories considering working with 4-(Benzyloxy)-3-BromophenylMethanol, proper chemical storage and handling procedures should be established. The compound's stability under normal conditions makes it relatively easy to work with, but standard practices for handling organic chemicals should always be followed. Researchers should consult the most recent safety data and conduct appropriate risk assessments before beginning work with this or any chemical substance.

In conclusion, 4-(Benzyloxy)-3-BromophenylMethanol (CAS 459430-90-1) represents a valuable tool in modern chemical research and development. Its unique combination of functional groups, versatility in organic synthesis, and growing range of applications position it as an important compound in both pharmaceutical and material science fields. As research continues to uncover new uses for this chemical building block, its significance in scientific and industrial applications is likely to increase, making it a compound worth watching in the coming years.

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