Cas no 1260678-87-2 (5,6-Dibromopicolinonitrile)

5,6-Dibromopicolinonitrile is a brominated heterocyclic compound featuring a picolinonitrile core with bromine substitutions at the 5 and 6 positions. This structure imparts high reactivity, making it a valuable intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both bromine and nitrile functional groups enhances its utility in cross-coupling reactions, nucleophilic substitutions, and cyclization processes. Its stability under standard conditions ensures ease of handling and storage. The compound’s precise bromination pattern allows for selective functionalization, enabling the synthesis of complex molecular architectures with high regiocontrol. Suitable for research and industrial applications requiring tailored heterocyclic frameworks.
5,6-Dibromopicolinonitrile structure
5,6-Dibromopicolinonitrile structure
Product Name:5,6-Dibromopicolinonitrile
CAS No:1260678-87-2
MF:C6H2Br2N2
MW:261.901479244232
CID:4903361
Update Time:2025-05-27

5,6-Dibromopicolinonitrile Chemical and Physical Properties

Names and Identifiers

    • 5,6-dibromopicolinonitrile
    • 5,6-Dibromopicolinonitrile
    • Inchi: 1S/C6H2Br2N2/c7-5-2-1-4(3-9)10-6(5)8/h1-2H
    • InChI Key: GFFOYHYXIZJWKE-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=C(C#N)C=C1)Br

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 162
  • XLogP3: 2.6
  • Topological Polar Surface Area: 36.7

5,6-Dibromopicolinonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029009314-250mg
5,6-Dibromopicolinonitrile
1260678-87-2 95%
250mg
$1068.20 2023-09-03
Alichem
A029009314-1g
5,6-Dibromopicolinonitrile
1260678-87-2 95%
1g
$2923.95 2023-09-03

Additional information on 5,6-Dibromopicolinonitrile

Comprehensive Overview of 5,6-Dibromopicolinonitrile (CAS No. 1260678-87-2): Properties, Applications, and Industry Insights

5,6-Dibromopicolinonitrile (CAS No. 1260678-87-2) is a specialized brominated heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research. This nitrile-functionalized picoline derivative exhibits unique reactivity due to its dual bromine substituents, making it a valuable intermediate in modern synthetic chemistry. With the growing demand for halogenated building blocks in drug discovery, this compound has become increasingly relevant in the development of targeted bioactive molecules.

The molecular structure of 5,6-Dibromopicolinonitrile features a pyridine core with strategic bromine atoms at the 5- and 6-positions, coupled with an electron-withdrawing cyano group. This arrangement enables diverse cross-coupling reactions, particularly in palladium-catalyzed transformations, which are widely explored in the synthesis of complex heterocycles. Recent studies highlight its utility in constructing pharmacophore fragments for kinase inhibitors and antimicrobial agents, aligning with the pharmaceutical industry's focus on precision medicine.

From an industrial perspective, 1260678-87-2 is often discussed alongside high-value chemical intermediates in forums and research publications. Its synthesis typically involves regioselective bromination of picolinonitrile derivatives, a process optimized for scale-up production while maintaining atom economy—a key consideration in green chemistry initiatives. Analytical characterization via HPLC-MS and NMR spectroscopy confirms its high purity, meeting the stringent requirements of GMP-compliant manufacturing.

In material science, researchers leverage 5,6-Dibromopicolinonitrile to develop functionalized polymers and ligand systems for catalysis. Its ability to participate in click chemistry reactions makes it attractive for designing smart materials with applications in optoelectronics and sensor technologies. These innovations respond to market demands for energy-efficient materials and IoT-enabled devices, frequently searched topics in technical databases.

Quality control protocols for CAS 1260678-87-2 emphasize residual solvent analysis and heavy metal screening, addressing regulatory concerns in REACH compliance. Storage recommendations typically suggest inert atmosphere preservation to maintain stability, reflecting best practices for air-sensitive compounds. These operational details are crucial for laboratories focusing on reproducible synthetic routes, a trending subject in organic chemistry discussions.

The commercial availability of 5,6-Dibromopicolinonitrile through specialty chemical suppliers has expanded with the growth of contract research organizations (CROs). Pricing trends correlate with bromine commodity markets, while supply chain analysts monitor its classification among non-commodity fine chemicals. These economic factors interest researchers comparing cost-effective synthetic strategies—a frequent query in academic search engines.

Emerging applications in bioconjugation chemistry position this compound as a tool for developing antibody-drug conjugates (ADCs), particularly in oncology research. Its selective reactivity profile enables modifications without disrupting biological activity, a critical feature for therapeutic payloads. This aligns with the biopharma industry's investment in targeted cancer therapies, a dominant topic in medical literature searches.

Environmental considerations for 1260678-87-2 include studies on its biodegradation pathways and ecotoxicological profile, responding to increased scrutiny of halogenated organic compounds. Recent publications explore catalytic debromination methods to address potential persistence concerns, reflecting the chemical industry's shift toward sustainable practices—a major focus in ESG-related searches.

Patent analysis reveals growing intellectual property activity around 5,6-Dibromopicolinonitrile derivatives, particularly in crop protection formulations and electronic material patents. This correlates with search trends for novel agrochemicals and organic semiconductors, demonstrating the compound's cross-industry relevance. Innovation clusters in Asia-Pacific and North America show particular interest in its structure-activity relationships.

For analytical chemists, method development for trace quantification of this compound using UHPLC-UV systems remains an active research area. The challenge of distinguishing it from related brominated isomers drives advancements in chromatographic separation techniques—a technical subject with increasing search volume in analytical science portals.

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