Cas no 1211585-10-2 (4,6-dibromopyridine-3-carbaldehyde)

4,6-Dibromopyridine-3-carbaldehyde is a brominated pyridine derivative featuring both aldehyde and dibromo functional groups, making it a versatile intermediate in organic synthesis. Its reactive aldehyde group enables condensation and nucleophilic addition reactions, while the bromine substituents facilitate cross-coupling reactions such as Suzuki or Stille couplings. This compound is particularly valuable in pharmaceutical and agrochemical research for constructing heterocyclic frameworks. High purity and stability under standard conditions ensure reliable performance in synthetic applications. Its distinct substitution pattern also allows for selective further functionalization, offering flexibility in designing complex molecular architectures. Suitable for use under inert atmospheres to preserve reactivity.
4,6-dibromopyridine-3-carbaldehyde structure
1211585-10-2 structure
Product Name:4,6-dibromopyridine-3-carbaldehyde
CAS No:1211585-10-2
MF:C6H3Br2NO
MW:264.902119874954
MDL:MFCD18261845
CID:1004578
PubChem ID:21698034
Update Time:2025-10-31

4,6-dibromopyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4,6-Dibromonicotinaldehyde
    • AK118775
    • KB-239530
    • QC-714
    • RW3336
    • 4,6-dibromopyridine-3-carbaldehyde
    • SY038060
    • AKOS016000398
    • 1211585-10-2
    • DB-367152
    • MFCD18261845
    • AMY10088
    • DTXSID40617055
    • A920739
    • SCHEMBL7993654
    • F11778
    • AS-47054
    • CS-0120251
    • MDL: MFCD18261845
    • Inchi: 1S/C6H3Br2NO/c7-5-1-6(8)9-2-4(5)3-10/h1-3H
    • InChI Key: WLVSMYGKISJRMN-UHFFFAOYSA-N
    • SMILES: BrC1C=C(N=CC=1C=O)Br

Computed Properties

  • Exact Mass: 264.85609g/mol
  • Monoisotopic Mass: 262.85814g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 131
  • 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: 30
  • XLogP3: 2

Experimental Properties

  • PSA: 29.96000
  • LogP: 2.41910

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Additional information on 4,6-dibromopyridine-3-carbaldehyde

Introduction to 4,6-dibromopyridine-3-carbaldehyde (CAS No: 1211585-10-2)

4,6-dibromopyridine-3-carbaldehyde, identified by the Chemical Abstracts Service Number (CAS No) 1211585-10-2, is a significant intermediate in modern chemical synthesis and pharmaceutical research. This compound belongs to the pyridine family, characterized by a nitrogen-containing heterocyclic structure, which makes it a versatile building block for various organic transformations. The presence of both bromine substituents at the 4- and 6-positions, combined with a formyl group at the 3-position, enhances its reactivity and utility in synthetic chemistry.

The chemical structure of 4,6-dibromopyridine-3-carbaldehyde consists of a pyridine ring substituted with two bromine atoms and an aldehyde functional group. This arrangement imparts unique electronic and steric properties, making it an attractive candidate for cross-coupling reactions, condensation reactions, and other synthetic methodologies. The aldehyde moiety, in particular, serves as a readily accessible site for nucleophilic addition reactions, while the bromine atoms can be further functionalized through metal-catalyzed coupling or displacement reactions.

In recent years, 4,6-dibromopyridine-3-carbaldehyde has garnered attention in the pharmaceutical industry due to its role as a precursor in the synthesis of bioactive molecules. Its structural features allow for the introduction of diverse pharmacophores, facilitating the development of novel therapeutic agents. For instance, derivatives of this compound have been explored in the design of kinase inhibitors, antiviral agents, and antimicrobial compounds. The versatility of 4,6-dibromopyridine-3-carbaldehyde lies in its ability to undergo multiple transformations while retaining its core pyridine scaffold.

One of the most compelling applications of 4,6-dibromopyridine-3-carbaldehyde is in the field of medicinal chemistry. Researchers have leveraged its reactivity to construct complex heterocyclic frameworks that mimic natural products with potent biological activity. The brominated pyridine core provides a stable platform for further derivatization, enabling chemists to fine-tune properties such as solubility, bioavailability, and target specificity. This has led to several promising candidates entering preclinical evaluation for their therapeutic potential.

The synthesis of 4,6-dibromopyridine-3-carbaldehyde typically involves multi-step organic transformations starting from commercially available pyridine derivatives. Key steps often include halogenation at specific positions followed by formylation to introduce the aldehyde group. Advances in synthetic methodologies have improved the efficiency and scalability of these processes, making 4,6-dibromopyridine-3-carbaldehyde more accessible for industrial applications. Modern techniques such as transition-metal catalysis have further streamlined its preparation, reducing reaction times and improving yields.

Recent studies have highlighted the utility of 4,6-dibromopyridine-3-carbaldehyde in material science applications beyond pharmaceuticals. Its ability to participate in π-conjugated systems makes it a valuable component in the synthesis of organic semiconductors and light-emitting diodes (OLEDs). By incorporating this compound into molecular architectures designed for electronic applications, researchers have achieved novel materials with enhanced optoelectronic properties. This interdisciplinary approach underscores the broad applicability of 4,6-dibromopyridine-3-carbaldehyde across different scientific domains.

The chemical reactivity of 4,6-dibromopyridine-3-carbaldehyde is further exploited in agrochemical research. Pyridine-based compounds are well-known for their role as intermediates in pesticide and herbicide formulations due to their biological activity against pests and weeds. The presence of both bromine and aldehyde functional groups allows for diverse derivatization strategies that can enhance efficacy while minimizing environmental impact. Ongoing research focuses on developing next-generation agrochemicals derived from 4,6-dibromopyridine-3-carbaldehyde that meet stringent safety and performance criteria.

In conclusion,4,6-dibromopyridine-3-carbaldehyde (CAS No: 1211585-10-2) represents a cornerstone compound in synthetic chemistry with far-reaching implications across pharmaceuticals? materials science? and agrochemicals. Its unique structural features enable a wide range of transformations, making it indispensable for researchers seeking to develop novel bioactive molecules or advanced materials. As synthetic methodologies continue to evolve, the importance c?a this compound is expected to grow, driving innovation in multiple scientific disciplines.

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