• 1. Preparation of covalent triazine frameworks with imidazolium cations embedded in basic sites and their application for CO2 capture
  Kwangho Park,Kwangyeol Lee,Hyunuk Kim,Vinothkumar Ganesan,Kanghee Cho,Soon Kwan Jeong,Sungho Yoon J. Mater. Chem. A 2017 5 8576
• 2. Potassium tert-butoxide promoted regioselective deuteration of pyridines
  Yan Li,Chenxu Zheng,Zhi-Jiang Jiang,Jianbo Tang,Bencan Tang,Zhanghua Gao Chem. Commun. 2022 58 3497
• 3. Effects of pyridyl group orientations on the optoelectronic properties of regio-isomeric diketopyrrolopyrrole based π-conjugated polymers
  Jing Yue,Sheng Sun,Junfei Liang,Wenkai Zhong,Linfeng Lan,Lei Ying,Fei Huang,Wei Yang,Yong Cao J. Mater. Chem. C 2016 4 2470
• 4. Exceptionally stable Rh-based molecular catalyst heterogenized on a cationically charged covalent triazine framework support for efficient methanol carbonylation
  Kwangho Park,Sangyup Lim,Joon Hyun Baik,Honggon Kim,Kwang-Deog Jung,Sungho Yoon Catal. Sci. Technol. 2018 8 2894
• 5. CO2 hydrogenation to formic acid over heterogenized ruthenium catalysts using a fixed bed reactor with separation units
  Kwangho Park,Gunniya Hariyanandam Gunasekar,Seong-Hoon Kim,Hongjin Park,Samhwan Kim,Kiyoung Park,Kwang-Deog Jung,Sungho Yoon Green Chem. 2020 22 1639

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives 3-pyridinecarbonitriles

Comprehensive Overview of 6-Bromopyridine-3-carbonitrile (CAS No. 139585-70-9): Properties, Applications, and Industry Insights

6-Bromopyridine-3-carbonitrile (CAS No. 139585-70-9) is a high-value heterocyclic compound widely utilized in pharmaceutical and agrochemical research. This brominated pyridine derivative features a cyano group at the 3-position, making it a versatile building block for synthesizing complex molecules. Its molecular formula C₆H₃BrN₂ and molecular weight of 183.01 g/mol underline its compact yet reactive structure, ideal for cross-coupling reactions like Suzuki-Miyaura or Buchwald-Hartwig amination.

In recent years, 6-Bromopyridine-3-carbonitrile has gained attention due to its role in developing kinase inhibitors and anticancer agents, aligning with the growing demand for targeted therapies. Researchers frequently search for "pyridine nitrile synthesis" or "bromopyridine applications in drug discovery," reflecting its relevance in medicinal chemistry. The compound’s electron-withdrawing cyano group enhances its reactivity in nucleophilic aromatic substitution (S_NAr), a feature exploited in designing biologically active molecules.

The compound’s thermal stability (decomposes at >200°C) and moderate solubility in polar organic solvents like DMSO or acetonitrile make it suitable for high-temperature reactions. Analytical data shows characteristic IR absorption at 2230 cm^-1 (C≡N stretch) and NMR peaks at δ 8.9 (d, H-2), 8.1 (dd, H-4), and 7.6 (d, H-5) in DMSO-d₆, aiding in quality control. These properties address common queries such as "how to characterize bromopyridine derivatives" or "solvent choices for nitrile reactions."

From an industrial perspective, 6-Bromopyridine-3-carbonitrile is pivotal in producing crop protection chemicals, responding to the global push for sustainable agriculture. Its incorporation into herbicide intermediates aligns with trends in "green chemistry" and "low-residue agrochemicals." Manufacturers emphasize atom-efficient synthesis routes, such as cyanation of 2,5-dibromopyridine using CuCN, to meet REACH compliance standards.

Emerging applications include its use in material science, particularly for organic semiconductors and metal-organic frameworks (MOFs). This connects to trending searches like "nitrile-functionalized ligands" or "pyridines in OLED materials." The compound’s chemodivergent reactivity—capable of undergoing both C-Br bond activation and cyano group transformation—makes it invaluable for multistep syntheses.

Quality benchmarks for CAS 139585-70-9 typically require ≥98% purity (HPLC), with strict control of heavy metal impurities (<10 ppm). Storage recommendations (2-8°C under inert atmosphere) and handling precautions (use of nitrile gloves) address safety-related searches. The compound’s supply chain robustness is critical, as disruptions during the COVID-19 pandemic highlighted the need for localized chemical production.

Innovative research explores flow chemistry approaches to scale up 6-Bromopyridine-3-carbonitrile production, reducing waste and energy use—a response to "continuous manufacturing in pharma" trends. Patent analyses reveal its use in BTK inhibitors (e.g., for autoimmune diseases) and EGFR modulators, reflecting its therapeutic potential.

Environmental considerations include studies on biodegradation pathways of pyridine derivatives, answering queries like "are nitriles environmentally persistent." Regulatory filings under EPA’s TSCA and EU’s CLP classifications ensure its safe commercial use without being flagged as hazardous under standard conditions.

In summary, 6-Bromopyridine-3-carbonitrile (CAS 139585-70-9) bridges multiple scientific disciplines, from drug development to advanced materials. Its synthetic flexibility and alignment with industry megatrends ensure sustained relevance, making it a focal point for researchers tackling "structure-activity relationships" or "heterocycle functionalization."

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