Cas no 1227599-50-9 ((6-Bromo-5-fluoropyridin-2-yl)methanol)

(6-Bromo-5-fluoropyridin-2-yl)methanol is a versatile heterocyclic compound featuring both bromo and fluoro substituents on a pyridine ring, along with a hydroxymethyl functional group. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for constructing complex molecules through selective cross-coupling or nucleophilic substitution reactions. The presence of halogen atoms enhances reactivity for further derivatization, while the hydroxymethyl group offers additional functionalization potential. Its high purity and stability under standard conditions ensure reliable performance in research and industrial applications. This compound is particularly useful in medicinal chemistry for developing bioactive molecules due to its balanced reactivity and structural flexibility.
(6-Bromo-5-fluoropyridin-2-yl)methanol structure
1227599-50-9 structure
Product Name:(6-Bromo-5-fluoropyridin-2-yl)methanol
CAS No:1227599-50-9
MF:C6H5BrFNO
MW:206.012404203415
MDL:MFCD16606995
CID:2172184
PubChem ID:86690467
Update Time:2025-08-03

(6-Bromo-5-fluoropyridin-2-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (6-Bromo-5-fluoropyridin-2-yl)methanol
    • 2-Pyridinemethanol, 6-bromo-5-fluoro-
    • ATSGNNIRLDMOAN-UHFFFAOYSA-N
    • 6-Bromo-5-fluoropyridine-2-methanol
    • SY274859
    • CS-0378782
    • MFCD16606995
    • DB-247161
    • SCHEMBL15104702
    • 1227599-50-9
    • MDL: MFCD16606995
    • Inchi: 1S/C6H5BrFNO/c7-6-5(8)2-1-4(3-10)9-6/h1-2,10H,3H2
    • InChI Key: ATSGNNIRLDMOAN-UHFFFAOYSA-N
    • SMILES: BrC1=C(C=CC(CO)=N1)F

Computed Properties

  • Exact Mass: 204.95385g/mol
  • Monoisotopic Mass: 204.95385g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 114
  • 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
  • Topological Polar Surface Area: 33.1
  • XLogP3: 1.1

(6-Bromo-5-fluoropyridin-2-yl)methanol Pricemore >>

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Additional information on (6-Bromo-5-fluoropyridin-2-yl)methanol

6-Bromo-5-fluoropyridin-2-yl)methanol: A Comprehensive Overview

The compound 6-Bromo-5-fluoropyridin-2-yl)methanol (CAS No. 1227599-50-9) is a highly specialized organic molecule with significant applications in the fields of pharmaceuticals, agrochemicals, and materials science. This compound is characterized by its unique structure, which includes a pyridine ring substituted with bromine and fluorine atoms, along with a hydroxymethyl group attached to the nitrogen atom. The presence of these substituents imparts distinct chemical and physical properties, making it a valuable building block in organic synthesis.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 6-Bromo-5-fluoropyridin-2-yl)methanol through various routes, including nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions. These methods have been optimized to enhance yield and purity, ensuring that the compound meets the stringent requirements of modern industrial applications. For instance, researchers have demonstrated the use of palladium-catalyzed cross-coupling reactions to construct the pyridine core with high precision.

The structural uniqueness of 6-Bromo-5-fluoropyridin-2-yl)methanol lies in its ability to act as both an electron-deficient and electron-rich aromatic system depending on the substituents. This dual nature makes it an excellent candidate for exploring various reactivity patterns in organic transformations. Recent studies have highlighted its role as a versatile intermediate in the synthesis of bioactive molecules, such as kinase inhibitors and GPCR modulators.

In terms of applications, 6-Bromo-5-fluoropyridin-2-yl)methanol has shown promise in the development of novel agrochemicals. Its ability to inhibit specific enzymes involved in plant growth regulation has led to its investigation as a potential herbicide or fungicide. Additionally, this compound has been explored for its potential as a precursor in the synthesis of advanced materials, such as conductive polymers and optoelectronic devices.

From a toxicological perspective, 6-Bromo-5-fluoropyridin-2-yl)methanol has undergone rigorous safety assessments to evaluate its potential risks to human health and the environment. Studies conducted under regulatory frameworks such as those outlined by the U.S. Food and Drug Administration (FDA) and European Chemicals Agency (ECHA) have provided insights into its acute and chronic toxicity profiles. These findings are critical for ensuring safe handling and disposal practices during industrial production.

Looking ahead, ongoing research is focused on expanding the utility of 6-Bromo-5-fluoropyridin-2-yl)methanol in drug discovery programs targeting complex diseases such as cancer and neurodegenerative disorders. Its ability to modulate key biological pathways makes it an attractive candidate for further exploration. Moreover, advancements in computational chemistry are enabling researchers to predict its interactions with biological systems more accurately, accelerating its translation into clinical applications.

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