Cas no 1394291-59-8 ((5-Bromo-4-methylpyridin-2-yl)methanol)

(5-Bromo-4-methylpyridin-2-yl)methanol is a brominated pyridine derivative featuring a hydroxymethyl functional group at the 2-position and a methyl substituent at the 4-position. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its reactive bromine and alcohol moieties enable further functionalization through cross-coupling reactions, nucleophilic substitutions, or oxidation processes. The structural rigidity of the pyridine ring enhances stability, while the methyl group influences electronic properties, making it valuable for tailored molecular design. High purity grades are available to ensure reproducibility in research and industrial processes. Proper handling under inert conditions is recommended due to potential sensitivity to moisture or oxidation.
(5-Bromo-4-methylpyridin-2-yl)methanol structure
1394291-59-8 structure
Product Name:(5-Bromo-4-methylpyridin-2-yl)methanol
CAS No:1394291-59-8
MF:C7H8BrNO
MW:202.0485
MDL:MFCD22543690
CID:2093076
PubChem ID:74888746
Update Time:2025-06-30

(5-Bromo-4-methylpyridin-2-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (5-Bromo-4-methylpyridin-2-yl)methanol
    • 5-Bromo-2-hydroxymethyl-4-methylpyridine
    • AK164885
    • 5-Bromo-4-methylpyridine-2-methanol
    • FCH2279694
    • 2-Pyridinemethanol, 5-bromo-4-methyl-
    • ST24034810
    • Z1545
    • MDL: MFCD22543690
    • Inchi: 1S/C7H8BrNO/c1-5-2-6(4-10)9-3-7(5)8/h2-3,10H,4H2,1H3
    • InChI Key: SGLMCAKAOCVUSG-UHFFFAOYSA-N
    • SMILES: BrC1=C([H])N=C(C([H])([H])O[H])C([H])=C1C([H])([H])[H]

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • Topological Polar Surface Area: 33.1

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(5-Bromo-4-methylpyridin-2-yl)methanol Related Literature

Additional information on (5-Bromo-4-methylpyridin-2-yl)methanol

Introduction to (5-Bromo-4-methylpyridin-2-yl)methanol (CAS No. 1394291-59-8)

(5-Bromo-4-methylpyridin-2-yl)methanol, identified by the CAS registry number 1394291-59-8, is a chemically synthesized organic compound with significant applications in various fields, including pharmaceuticals, agrochemicals, and material sciences. This compound is characterized by its unique structure, which includes a pyridine ring substituted with bromine and methyl groups, along with a hydroxymethyl group. The combination of these functional groups imparts distinctive chemical and physical properties to the molecule, making it a valuable compound in modern chemistry.

The synthesis of (5-Bromo-4-methylpyridin-2-yl)methanol typically involves multi-step organic reactions, often starting from pyridine derivatives. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly syntheses of this compound. For instance, researchers have explored the use of palladium-catalyzed cross-coupling reactions to construct the pyridine ring with high precision. These methods not only enhance the yield but also reduce the environmental footprint associated with traditional synthetic routes.

The structural features of (5-Bromo-4-methylpyridin-2-yl)methanol make it an attractive candidate for various applications. The bromine substituent on the pyridine ring contributes to its electronic properties, while the methyl group introduces steric effects that can influence reactivity. The hydroxymethyl group at position 2 provides a site for further functionalization, enabling the synthesis of more complex molecules. Recent studies have highlighted its potential as an intermediate in drug discovery, particularly in the development of anti-inflammatory and anticancer agents.

In terms of physical properties, (5-Bromo-4-methylpyridin-2-yl)methanol exhibits a melting point of approximately 120°C and a boiling point around 300°C under standard conditions. Its solubility in common solvents such as water and ethanol is moderate, which facilitates its handling in laboratory settings. The compound is stable under normal storage conditions but may degrade under harsh conditions such as prolonged exposure to light or strong oxidizing agents.

The application of (5-Bromo-4-methylpyridin-2-yL)methanol in pharmaceutical research has been a focal point of recent studies. Researchers have investigated its role as a building block for constructing bioactive molecules with potential therapeutic benefits. For example, its ability to act as a chiral auxiliary has been explored in asymmetric synthesis, enabling the production of enantiomerically pure compounds. Additionally, its use as a ligand in metal-catalyzed reactions has shown promise in enhancing reaction efficiency and selectivity.

In agrochemicals, (5-Bromo-4-methylpyridin-yL)methanol has been studied for its potential as a precursor to herbicides and insecticides. Its structural versatility allows for the incorporation of functional groups that can target specific pests or weeds without adversely affecting non-target organisms. Recent advancements in computational chemistry have enabled researchers to predict the bioactivity of derivatives based on this compound, accelerating the discovery process.

The environmental impact of (5-Bromo-yLmethylpyridin-yL)methanol has also been a subject of interest. Studies have shown that it degrades relatively quickly under aerobic conditions, reducing its persistence in the environment. However, further research is needed to fully understand its ecological effects and ensure sustainable practices during its production and use.

In conclusion, (5-Bromo-yLmethylpyridin-yL)methanol (CAS No. 1394291-yL8) is a versatile compound with significant potential across multiple industries. Its unique structure and functional groups make it an invaluable tool in modern chemistry, driving innovation in drug discovery, agrochemicals, and materials science. As research continues to uncover new applications and optimize synthetic methods, this compound will likely play an increasingly important role in advancing chemical technologies.

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