Cas no 486460-26-8 ((4-bromo-2,5-difluorophenyl)methanol)

(4-Bromo-2,5-difluorophenyl)methanol is a fluorinated aromatic alcohol with a bromine substituent, commonly employed as a versatile intermediate in organic synthesis and pharmaceutical research. Its key advantages include its stability under standard conditions and its reactivity in cross-coupling reactions, making it valuable for constructing complex molecular frameworks. The presence of both bromine and fluorine substituents enhances its utility in selective functionalization, particularly in Suzuki-Miyaura and nucleophilic aromatic substitution reactions. The hydroxymethyl group further allows for derivatization into esters, ethers, or other functionalized compounds. This compound is particularly useful in medicinal chemistry for the development of fluorinated bioactive molecules. Proper handling under inert conditions is recommended due to potential sensitivity to oxidation.
(4-bromo-2,5-difluorophenyl)methanol structure
486460-26-8 structure
Product Name:(4-bromo-2,5-difluorophenyl)methanol
CAS No:486460-26-8
MF:C7H5BrF2O
MW:223.014808416367
MDL:MFCD11847046
CID:1011657
PubChem ID:53401418
Update Time:2025-09-19

(4-bromo-2,5-difluorophenyl)methanol Chemical and Physical Properties

Names and Identifiers

    • (4-bromo-2,5-difluorophenyl)methanol
    • 4-Bromo-2,5-difluorobenzyl alcohol
    • MFCD11847046
    • CS-0105531
    • DB-362116
    • (4-Bromo-2,5-difluoro-phenyl)methanol
    • Benzenemethanol, 4-bromo-2,5-difluoro-
    • DTXSID70694910
    • SCHEMBL856379
    • CXEWREITGADCOJ-UHFFFAOYSA-N
    • AKOS013531940
    • P17044
    • AS-53747
    • Z1203661728
    • 4-bromo-2,5-difluorophenyl)methanol
    • EN300-316075
    • 486460-26-8
    • MDL: MFCD11847046
    • Inchi: 1S/C7H5BrF2O/c8-5-2-6(9)4(3-11)1-7(5)10/h1-2,11H,3H2
    • InChI Key: CXEWREITGADCOJ-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(CO)C=C1F)F

Computed Properties

  • Exact Mass: 221.94918g/mol
  • Monoisotopic Mass: 221.94918g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 134
  • 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: 1.9
  • Topological Polar Surface Area: 20.2?2

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Additional information on (4-bromo-2,5-difluorophenyl)methanol

(4-Bromo-2,5-Difluorophenyl)Methanol: A Comprehensive Overview

(4-Bromo-2,5-difluorophenyl)methanol, also known by its CAS number 486460-26-8, is a versatile organic compound with significant applications in various fields of chemistry. This compound is characterized by its unique structure, which includes a methoxy group attached to a brominated and difluorinated aromatic ring. The combination of these functional groups makes it an intriguing subject for both academic research and industrial applications.

The molecular formula of (4-bromo-2,5-difluorophenyl)methanol is C7H5BrF2O, and its molecular weight is approximately 199.0 g/mol. The compound exists as a white crystalline solid under standard conditions, with a melting point of around 70°C and a boiling point exceeding 150°C. Its solubility in common solvents such as water and ethanol is moderate, making it suitable for various synthetic procedures.

Recent studies have highlighted the importance of (4-bromo-2,5-difluorophenyl)methanol in the synthesis of bioactive compounds. Researchers have explored its role as an intermediate in the preparation of pharmaceutical agents, particularly in the development of antiviral and anticancer drugs. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against certain viral enzymes, suggesting its potential use in antiviral therapy.

The synthesis of (4-bromo-2,5-difluorophenyl)methanol typically involves a multi-step process. The starting material is often bromobenzene or fluorobenzene derivatives, which undergo substitution reactions to introduce the necessary functional groups. Recent advancements in catalytic methods have enabled more efficient syntheses, reducing reaction times and improving yields. For example, the use of palladium catalysts in coupling reactions has been shown to significantly enhance the production efficiency of this compound.

In terms of applications, (4-bromo-2,5-difluorophenyl)methanol finds extensive use in the agrochemical industry as an intermediate in the synthesis of pesticides and herbicides. Its ability to interact with specific enzyme systems makes it valuable for developing selective agricultural chemicals. Additionally, this compound has been explored for its potential in materials science, particularly in the development of advanced polymers and coatings with tailored properties.

Recent research has also focused on the environmental impact of (4-bromo-2,5-difluorophenyl)methanol. Studies have shown that while it is stable under normal conditions, prolonged exposure to high temperatures or strong oxidizing agents can lead to degradation products that may pose risks to aquatic ecosystems. As a result, there is growing interest in developing eco-friendly synthesis methods and disposal strategies for this compound.

In conclusion, (4-bromo-2,5-difluorophenyl)methanol (CAS No. 486460-26-8) is a multifaceted compound with diverse applications across various industries. Its unique chemical structure and reactivity make it an essential building block in modern organic synthesis. As research continues to uncover new potentials and optimize existing processes, this compound is poised to play an even more significant role in advancing scientific and technological frontiers.

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