Cas no 1227502-15-9 ((3-Bromo-2-chloropyridin-4-yl)methanol)

(3-Bromo-2-chloropyridin-4-yl)methanol is a versatile pyridine derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its bromo and chloro substituents enhance reactivity, enabling selective functionalization for the construction of complex heterocyclic compounds. The hydroxymethyl group offers further derivatization potential, facilitating the introduction of diverse pharmacophores or linking moieties. This compound exhibits high purity and stability under standard storage conditions, ensuring reliable performance in cross-coupling reactions, nucleophilic substitutions, and other transformations. Its well-defined structure makes it valuable for research in medicinal chemistry, particularly in the development of bioactive molecules. Proper handling under inert conditions is recommended to preserve its integrity.
(3-Bromo-2-chloropyridin-4-yl)methanol structure
1227502-15-9 structure
Product Name:(3-Bromo-2-chloropyridin-4-yl)methanol
CAS No:1227502-15-9
MF:C6H5BrClNO
MW:222.466999769211
MDL:MFCD16606986
CID:4764113
Update Time:2026-02-26

(3-Bromo-2-chloropyridin-4-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (3-Bromo-2-chloropyridin-4-yl)methanol
    • AMY19541
    • 3-Bromo-2-chloropyridine-4-methanol
    • MDL: MFCD16606986
    • Inchi: 1S/C6H5BrClNO/c7-5-4(3-10)1-2-9-6(5)8/h1-2,10H,3H2
    • InChI Key: URVLTYKZPWOLCS-UHFFFAOYSA-N
    • SMILES: BrC1C(=NC=CC=1CO)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 114
  • XLogP3: 1.6
  • Topological Polar Surface Area: 33.1

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Additional information on (3-Bromo-2-chloropyridin-4-yl)methanol

Introduction to (3-Bromo-2-chloropyridin-4-yl)methanol (CAS No. 1227502-15-9)

(3-Bromo-2-chloropyridin-4-yl)methanol, identified by the CAS registry number 1227502-15-9, is a chemically synthesized compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which includes a pyridine ring substituted with bromine and chlorine atoms, along with a hydroxymethyl group attached at the 4-position of the ring. The combination of these substituents imparts distinctive chemical properties, making it a valuable molecule for various applications.

The synthesis of (3-Bromo-2-chloropyridin-4-yl)methanol typically involves multi-step reactions, often starting from pyridine derivatives. The introduction of bromine and chlorine substituents is achieved through electrophilic substitution reactions, while the hydroxymethyl group is introduced via nucleophilic addition or other suitable methods. Recent advancements in catalytic systems and green chemistry have enabled more efficient and environmentally friendly syntheses of this compound, aligning with current trends in sustainable chemical production.

One of the most promising applications of (3-Bromo-2-chloropyridin-4-yl)methanol lies in its potential as a precursor for drug development. The compound's structure allows for further functionalization, enabling the creation of bioactive molecules with therapeutic potential. For instance, researchers have explored its use in designing inhibitors for enzymes involved in cancer pathways, leveraging its ability to form hydrogen bonds and π interactions with target proteins.

Moreover, the compound exhibits interesting electronic properties due to the electron-withdrawing effects of the bromine and chlorine atoms on the pyridine ring. These properties make it a candidate for applications in materials science, particularly in the development of semiconducting materials or sensors. Recent studies have demonstrated its ability to enhance the performance of organic electronic devices by modulating charge transport properties.

In terms of environmental applications, (3-Bromo-2-chloropyridin-4-yl)methanol has shown potential as a component in advanced oxidation processes for water treatment. Its ability to generate reactive oxygen species under UV light irradiation makes it a promising candidate for degrading organic pollutants in aqueous environments. This application aligns with growing concerns over water quality and the need for innovative solutions to address environmental challenges.

The stability and reactivity of (3-Bromo-2-chloropyridin-4-yl)methanol have been extensively studied under various conditions. Researchers have reported that the compound exhibits good thermal stability up to 150°C, making it suitable for high-temperature chemical processes. Additionally, its reactivity towards nucleophilic substitution reactions has been exploited in developing novel synthetic routes for complex molecules.

From a safety perspective, while (3-Bromo-2-chloropyridin-4-yl)methanol is not classified as a hazardous substance under standard conditions, proper handling procedures are recommended due to its chemical reactivity. Occupational exposure limits and storage guidelines are typically established based on industry standards to ensure safe use in laboratory and industrial settings.

In conclusion, (3-Bromo-2-chloropyridin-4-yl)methanol (CAS No. 1227502-15-) is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and properties make it an invaluable tool for researchers and industry professionals alike. As advancements in synthetic methodologies and application development continue, this compound is poised to play an increasingly significant role in shaping future innovations in chemistry and related fields.

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