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  David B. Cordes,Alexandra M. Z. Slawin,Stefania Righetto,Denis Jacquemin,Eli Zysman-Colman,Véronique Guerchais Dalton Trans., 2018,47, 8292-8300
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  Chengbin Yang,Hing Lun Tsang,Pui Man Lau,Ken-Tye Yong,Ho Pui Ho,Siu Kai Kong Analyst, 2017,142, 3579-3587
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5-Fluoro-2-propoxyphenylboronic Acid (CAS No. 480438-73-1): A Comprehensive Guide

5-Fluoro-2-propoxyphenylboronic acid (CAS No. 480438-73-1) is a specialized boronic acid derivative widely used in organic synthesis, pharmaceutical research, and material science. This compound belongs to the class of arylboronic acids, which are known for their versatility in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic chemistry. The presence of both fluoro and propoxy substituents on the phenyl ring enhances its reactivity and selectivity, making it a valuable building block for drug discovery and advanced materials.

The molecular formula of 5-Fluoro-2-propoxyphenylboronic acid is C9H12BFO3, with a molecular weight of 198.00 g/mol. Its unique structure combines a boronic acid functional group (-B(OH)2) with a fluorinated aromatic ring, offering distinct electronic and steric properties. Researchers often seek this compound for its ability to facilitate C-C bond formation in complex molecular architectures, particularly in the synthesis of biaryl compounds and heterocyclic scaffolds.

One of the most common applications of 5-Fluoro-2-propoxyphenylboronic acid is in the development of pharmaceutical intermediates. Its reactivity in palladium-catalyzed coupling reactions makes it indispensable for constructing active pharmaceutical ingredients (APIs) targeting various therapeutic areas. Recent studies highlight its use in synthesizing compounds with potential anti-inflammatory, antimicrobial, and anticancer properties, aligning with the growing demand for novel drug candidates in precision medicine.

In addition to pharmaceutical applications, 5-Fluoro-2-propoxyphenylboronic acid plays a role in material science. Its incorporation into polymers and organic electronic materials can modulate properties such as conductivity, luminescence, and thermal stability. Researchers are exploring its use in OLEDs (organic light-emitting diodes) and sensor technologies, where its fluorinated aromatic system contributes to enhanced performance and durability.

The synthesis of 5-Fluoro-2-propoxyphenylboronic acid typically involves halogen-lithium exchange followed by reaction with a boronic ester, or direct borylation of the corresponding aryl halide. Purification methods often include recrystallization or column chromatography to achieve high purity levels (>95%), which is critical for its use in sensitive applications. Storage recommendations usually suggest keeping the compound in a cool, dry place under inert atmosphere to prevent degradation.

Market trends indicate increasing demand for 5-Fluoro-2-propoxyphenylboronic acid, driven by advancements in drug discovery and green chemistry. As pharmaceutical companies invest more in targeted therapies and personalized medicine, the need for specialized boronic acid derivatives continues to grow. Furthermore, the compound's role in sustainable synthesis aligns with the industry's shift toward environmentally friendly processes, making it a subject of interest for both academic and industrial researchers.

Quality control for 5-Fluoro-2-propoxyphenylboronic acid typically involves analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry. These methods ensure the compound meets the stringent purity requirements for research and industrial applications. Suppliers often provide detailed certificates of analysis (CoA) and material safety data sheets (MSDS) to support proper handling and regulatory compliance.

For researchers working with 5-Fluoro-2-propoxyphenylboronic acid, it's important to consider its solubility characteristics. The compound is generally soluble in common organic solvents like THF, DMSO, and dichloromethane, but has limited solubility in water. This property influences its application in various reaction conditions and formulation development.

Looking ahead, the future of 5-Fluoro-2-propoxyphenylboronic acid appears promising as new applications emerge in bioconjugation chemistry and diagnostic probe development. Its ability to form stable complexes with diols and other functional groups makes it valuable for sensor design and biomarker detection. These expanding applications position the compound as a key player in both life sciences and advanced materials research.

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