• 1. Emerging 2D hybrid nanomaterials: towards enhanced sensitive and selective conductometric gas sensors at room temperature
  Hanie Hashtroudi,Ian D. R. Mackinnon J. Mater. Chem. C, 2020,8, 13108-13126
• 2. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 3. Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent?
  Yukiya Kitayama Polym. Chem., 2014,5, 2784-2792
• 4. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 5. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzylethers

2-(2-Methoxyethoxy)methylphenylboronic Acid (CAS No. 858126-53-1): A Versatile Boronic Acid Derivative for Modern Organic Synthesis

In the realm of organic chemistry, 2-(2-methoxyethoxy)methylphenylboronic acid (CAS No. 858126-53-1) has emerged as a pivotal building block for advanced synthetic applications. This boronic acid derivative, characterized by its unique methoxyethoxy side chain, offers exceptional reactivity and stability, making it a sought-after reagent in pharmaceutical research, materials science, and cross-coupling reactions. Its boronic acid functionality enables seamless integration into Suzuki-Miyaura couplings, a cornerstone of modern C-C bond formation.

The compound’s structural versatility aligns with growing demand for tailored organic intermediates in drug discovery. Researchers frequently inquire about its solubility in polar solvents, storage conditions, and compatibility with Pd-catalyzed reactions—topics reflecting its practical utility. Notably, its methoxyethyl group enhances solubility in aqueous-organic mixtures, addressing challenges in biphasic reaction systems, a common pain point in industrial-scale synthesis.

From an SEO perspective, queries like "2-(2-methoxyethoxy)methylphenylboronic acid synthesis" or "CAS 858126-53-1 applications" highlight user interest in its preparation and uses. Recent trends also link it to green chemistry, as boronic acids are celebrated for their low toxicity and minimal byproduct generation. This aligns with the broader shift toward sustainable synthetic methodologies, a hot topic in academic and industrial circles.

Analytical data for 858126-53-1 often emphasize its NMR spectral profiles (e.g., ¹¹B and ¹H NMR) and HPLC purity thresholds, critical for quality control in API manufacturing. Discussions on platforms like ResearchGate frequently explore its stability under aerobic conditions, a key consideration for bench chemists. These practical insights underscore its role beyond theoretical frameworks.

In materials science, this compound’s phenylboronic acid core facilitates the design of sensors and polymeric networks, particularly glucose-sensitive systems—a niche with rising biomedical relevance. Its electron-rich aromatic system further enables applications in OLEDs and conductive polymers, areas gaining traction in renewable energy research.

To optimize experimental outcomes, users often search for "2-(2-methoxyethoxy)methylphenylboronic acid handling precautions" or "alternative boronic acids for Suzuki coupling". While not a hazardous material, proper storage in anhydrous environments is recommended to prevent hydrolysis, a detail frequently overlooked in preliminary literature.

In summary, CAS 858126-53-1 exemplifies how functional group engineering expands molecular utility. Its intersection with drug development, green synthesis, and advanced materials ensures enduring relevance, while its technical nuances cater to both novice and veteran chemists alike.

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