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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters
• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Comprehensive Overview of 4-Chloro-3-(methoxycarbonyl)phenylboronic acid (CAS 874219-45-1): Properties, Applications, and Industry Trends

4-Chloro-3-(methoxycarbonyl)phenylboronic acid (CAS 874219-45-1) is a specialized boronic acid derivative widely recognized for its versatility in organic synthesis and pharmaceutical research. This compound features a unique molecular structure combining a chloro-substituted phenyl ring, a methoxycarbonyl group, and a reactive boronic acid moiety, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. Its CAS registry number (874219-45-1) ensures precise identification in chemical databases and regulatory documentation.

The growing demand for boronic acid-based compounds in drug discovery has positioned 4-Chloro-3-(methoxycarbonyl)phenylboronic acid as a key building block for small molecule inhibitors and bioconjugation probes. Recent studies highlight its utility in developing targeted therapies, particularly in oncology and inflammation research. Researchers frequently search for "boronic acid Suzuki coupling applications" or "CAS 874219-45-1 solubility data," reflecting its technical relevance. The compound’s methoxycarbonyl group enhances stability while allowing further derivatization, addressing common challenges in medicinal chemistry optimization.

From an industrial perspective, 874219-45-1 aligns with trends toward green chemistry and atom-efficient synthesis. Its role in catalytic C-C bond formation supports sustainable manufacturing processes, a topic frequently queried as "eco-friendly boronic acid reagents." Analytical data shows consistent interest in "4-Chloro-3-(methoxycarbonyl)phenylboronic acid HPLC purity" and "storage conditions for boronic acids," emphasizing quality control needs. The compound typically appears as a white to off-white crystalline powder with recommended storage under inert conditions to preserve its boronate ester reactivity.

Innovative applications of CAS 874219-45-1 extend to material science, where its aromatic boronic acid structure contributes to supramolecular assemblies and sensor development. This intersects with popular searches like "boronic acid MOF synthesis" (Metal-Organic Frameworks) and "fluorescent probe design." The chloro substituent offers additional sites for nucleophilic aromatic substitution, expanding its utility in polymer modification and ligand design for catalytic systems.

Quality benchmarks for 4-Chloro-3-(methoxycarbonyl)phenylboronic acid include ≥95% purity (HPLC) with stringent control of heavy metal residues and boroxine byproducts. Suppliers often provide technical bulletins addressing "CAS 874219-45-1 NMR spectra interpretation" and "scaling up boronic acid reactions," reflecting industrial pain points. Regulatory compliance follows REACH and FDA guidelines for pharmaceutical intermediates, with MSDS documentation available for safe handling protocols.

Emerging research explores the compound’s potential in proteolysis-targeting chimeras (PROTACs) and covalent inhibitors, topics trending in 2024 drug development literature. Its balanced lipophilicity (predicted LogP ~2.1) and hydrogen bonding capacity make it attractive for bioavailability enhancement strategies. These attributes correlate with search patterns such as "boronic acid PK/PD optimization" and "874219-45-1 in CNS drug delivery," demonstrating its multidisciplinary appeal.

In summary, 4-Chloro-3-(methoxycarbonyl)phenylboronic acid (CAS 874219-45-1) represents a critical tool for modern synthetic chemistry, bridging academic innovation and industrial applications. Its optimized reactivity profile and structural modularity continue to inspire solutions for chiral synthesis, bioconjugation, and functional material development, cementing its status as a staple in research and production workflows.

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