Cas no 1227585-65-0 ((2-Bromo-5-chloropyridin-3-yl)methanol)

(2-Bromo-5-chloropyridin-3-yl)methanol is a halogenated pyridine derivative featuring both bromo and chloro substituents, along with a hydroxymethyl functional group. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its reactive sites enable selective modifications, making it valuable for constructing complex heterocyclic frameworks. The presence of both bromine and chlorine enhances its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the hydroxymethyl group allows for further derivatization. The compound exhibits high purity and stability under standard storage conditions, ensuring reliable performance in synthetic workflows. Its structural features make it a useful building block for medicinal chemistry and material science research.
(2-Bromo-5-chloropyridin-3-yl)methanol structure
1227585-65-0 structure
Product Name:(2-Bromo-5-chloropyridin-3-yl)methanol
CAS No:1227585-65-0
MF:C6H5BrClNO
MW:222.466999769211
MDL:MFCD16606984
CID:1214298
Update Time:2025-11-02

(2-Bromo-5-chloropyridin-3-yl)methanol Chemical and Physical Properties

Names and Identifiers

    • (2-Bromo-5-chloro-3-pyridinyl)methanol
    • N-t-Butyl 2-bromo-4-nitroaniline,
    • SureCN1464982
    • (2-bromo-4-nitro-phenyl)-tert-butyl-amine
    • ANW-40497
    • 2-Bromo-N-t-butyl-4-nitroaniline
    • ACMC-209ryb
    • CTK5H7608
    • 2-Bromo-N-(tert-butyl)-4-nitroaniline
    • (2-bromo-5-chloropyridin-3-yl)methanol
    • 3-Pyridinemethanol, 2-bromo-5-chloro-
    • PCMSIEWNWZBDPO-UHFFFAOYSA-N
    • 2-Bromo-5-chloropyridine-3-methanol
    • AK139076
    • (2-Bromo-5-chloropyridin-3-yl)methanol
    • MDL: MFCD16606984
    • Inchi: 1S/C6H5BrClNO/c7-6-4(3-10)1-5(8)2-9-6/h1-2,10H,3H2
    • InChI Key: PCMSIEWNWZBDPO-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC(=CN=1)Cl)CO

Computed Properties

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

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Additional information on (2-Bromo-5-chloropyridin-3-yl)methanol

Comprehensive Overview of (2-Bromo-5-chloropyridin-3-yl)methanol (CAS No. 1227585-65-0)

(2-Bromo-5-chloropyridin-3-yl)methanol, with the CAS number 1227585-65-0, is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound belongs to the pyridine derivative family, characterized by its unique bromo and chloro substituents, which enhance its reactivity and utility in synthetic chemistry. Researchers and industry professionals often seek this compound for its potential applications in drug discovery, material science, and specialty chemical synthesis.

The molecular structure of (2-Bromo-5-chloropyridin-3-yl)methanol features a pyridine ring substituted with bromine at the 2-position and chlorine at the 5-position, along with a hydroxymethyl group at the 3-position. This arrangement makes it a versatile intermediate for constructing more complex molecules. Its CAS No. 1227585-65-0 is frequently searched in databases like SciFinder and Reaxys, reflecting its importance in modern chemical research.

In recent years, the demand for halogenated pyridine derivatives has surged due to their role in developing active pharmaceutical ingredients (APIs) and agrochemicals. The compound’s bromo and chloro groups are particularly valuable for cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in creating carbon-carbon and carbon-nitrogen bonds. These reactions are central to the synthesis of biologically active molecules, making (2-Bromo-5-chloropyridin-3-yl)methanol a sought-after building block.

Another area where CAS No. 1227585-65-0 is gaining traction is in the development of electronic materials. Halogenated pyridines are known for their electron-withdrawing properties, which are beneficial in designing organic semiconductors and light-emitting diodes (OLEDs). Researchers are exploring how the hydroxymethyl group in this compound can be further functionalized to tailor materials with specific electronic properties.

From a synthetic chemistry perspective, the stability and reactivity of (2-Bromo-5-chloropyridin-3-yl)methanol make it a reliable candidate for multi-step synthesis. Its CAS No. 1227585-65-0 is often referenced in patents and academic papers, highlighting its role in innovative chemical processes. For instance, it has been used in the synthesis of heterocyclic compounds, which are prevalent in many FDA-approved drugs.

Environmental and safety considerations are also critical when working with halogenated compounds. While (2-Bromo-5-chloropyridin-3-yl)methanol is not classified as hazardous under standard regulations, proper handling and disposal protocols should always be followed. This aligns with the growing industry focus on green chemistry and sustainable synthesis, topics frequently searched by professionals aiming to minimize environmental impact.

In summary, (2-Bromo-5-chloropyridin-3-yl)methanol (CAS No. 1227585-65-0) is a multifaceted compound with broad applications in pharmaceuticals, agrochemicals, and materials science. Its unique structural features and reactivity profile make it indispensable for researchers tackling challenges in drug development, material design, and synthetic methodology. As the chemical industry evolves, this compound is poised to remain a key player in advancing scientific and technological innovations.

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