• 1. Synthesis of aryl-substituted 2-pyridyl-1,10-phenanthrolines; a series of oriented terpyridine analogues
  Jeremy K. Klosterman,Anthony Linden,Jay S. Siegel Org. Biomol. Chem. 2008 6 2755

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Anisoles
• Catalysts and Inorganic Chemicals Inorganic Compounds Salt
• Catalysts and Inorganic Chemicals Inorganic Compounds

Comprehensive Overview of (4-Methoxy-2,6-dimethylphenyl)boronic Acid (CAS No. 361543-99-9)

(4-Methoxy-2,6-dimethylphenyl)boronic acid (CAS No. 361543-99-9) is a specialized boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound, characterized by its methoxy and dimethyl substitutions on the phenyl ring, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern C-C bond formation strategies. Its unique structure enhances reactivity while maintaining stability, making it a preferred choice for high-precision chemical transformations.

The growing demand for boronic acid-based reagents like 361543-99-9 is driven by advancements in drug discovery and agrochemical development. Researchers frequently search for "boronic acid applications in medicinal chemistry" or "how to optimize Suzuki coupling yields," reflecting its relevance in cutting-edge science. This compound’s electron-rich aromatic system facilitates efficient coupling with aryl halides, addressing common challenges such as side reactions or low catalytic turnover.

In the context of green chemistry, (4-methoxy-2,6-dimethylphenyl)boronic acid aligns with trends toward sustainable synthesis. Queries like "eco-friendly boronic acid derivatives" or "solvent-free coupling reactions" highlight industry priorities. The compound’s compatibility with water-based systems and biodegradable ligands further underscores its potential in environmentally benign protocols.

From a technical perspective, CAS 361543-99-9 exhibits excellent storage stability and handling safety, critical for industrial-scale applications. Analytical techniques such as HPLC purity testing and NMR characterization confirm its consistency, addressing frequent user concerns about "how to verify boronic acid purity." Its crystalline form and moderate solubility in polar solvents like THF or DMSO simplify laboratory workflows.

Emerging applications in OLED materials and polymeric catalysts have expanded the utility of 361543-99-9. Discussions around "boronic acids in optoelectronics" or "smart polymer design" demonstrate interdisciplinary interest. The compound’s ability to act as a functional monomer or cross-linking agent opens avenues for advanced material engineering.

For synthetic chemists, optimizing reactions with (4-methoxy-2,6-dimethylphenyl)boronic acid often involves troubleshooting "protodeboronation issues" or "base selection for Suzuki reactions." Best practices recommend inert atmosphere conditions and Pd-based precatalysts to maximize efficiency. These insights cater to frequent search intents like "improving boronic acid reaction efficiency."

In summary, CAS No. 361543-99-9 represents a versatile building block bridging academic research and industrial innovation. Its alignment with trends in precision synthesis, sustainability, and material science ensures enduring relevance. Future developments may explore its role in bioconjugation or catalytic asymmetric synthesis, further solidifying its position in the chemical toolbox.

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