• 1. An integrated microfluidic 3D tumor system for parallel and high-throughput chemotherapy evaluation?
  Dan Liu,Rui Hu,Zhongchao Huang,Meilin Sun,Kai Han Analyst, 2020,145, 6447-6455
• 2. An approach for correlating the structural and electrical properties of Zr4+-modified SrBi4Ti4O15/SBT ceramic
  Priyambada Nayak,Tanmaya Badapanda,Anil Kumar Singh,Simanchalo Panigrahi RSC Adv., 2017,7, 16319-16331
• 3. An integrated cathode and solid electrolyte via in situ polymerization with significantly reduced interface resistance?
  Jialiang Yuan,Ran Dong,Yuan Li,Yang Liu,Zhuo Zheng,Yuxia Liu,Yan Sun,Benhe Zhong,Zhenguo Wu,Xiaodong Guo Chem. Commun., 2021,57, 13004-13007
• 4. An approach to 7-aza-1-phosphanorbornane complexes: strain promoted rearrangement of 1-iminylphosphirane complexes and cycloaddition with olefins?
  Yang Xu,Min Wang,Donghui Wei,Rongqiang Tian,Zheng Duan,Fran?ois Mathey Dalton Trans., 2019,48, 5523-5526
• 5. Acetylcholinesterase amperometric detection system based on a cobalt(II) tetraphenylporphyrin-modified electrode
  Analyst, 1996,121, 1123-1126

Introduction to 5-Chloro-3-(hydroxymethyl)phenylboronic Acid (CAS No. 2121512-87-4)

5-Chloro-3-(hydroxymethyl)phenylboronic acid is a specialized organoboron compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound, identified by its CAS number CAS No. 2121512-87-4, features a unique structural motif that makes it particularly valuable for various synthetic applications. The presence of both a chloro substituent and a hydroxymethyl group on the phenyl ring endows it with distinct reactivity, enabling its use in cross-coupling reactions, drug development, and advanced material synthesis.

The significance of 5-Chloro-3-(hydroxymethyl)phenylboronic acid lies in its versatility as a building block in organic synthesis. Boronic acids, in general, are well-known for their role in Suzuki-Miyaura cross-coupling reactions, which are fundamental to the construction of complex molecular architectures. The introduction of a chloro group into the phenyl ring enhances the electrophilicity of the boron center, facilitating more efficient coupling with various organic halides and pseudohalides. This property has made it a preferred choice for synthesizing biaryl compounds, which are prevalent in many pharmaceuticals and agrochemicals.

The hydroxymethyl group on the phenyl ring adds another layer of functionality to this compound. This moiety can participate in hydrogen bonding interactions, making it useful in the design of supramolecular assemblies and as a precursor for more complex derivatives. Additionally, the hydroxymethyl group can be oxidized to form an aldehyde or converted into an ether, further expanding its synthetic utility.

In recent years, there has been growing interest in the application of organoboron compounds like 5-Chloro-3-(hydroxymethyl)phenylboronic acid in drug discovery and development. Boron-containing pharmaceuticals have shown promise in treating various diseases, including cancer and inflammatory disorders. The ability to introduce boron into biologically active molecules can enhance their pharmacological properties, such as bioavailability and target specificity. For instance, boron neutron capture therapy (BNCT) is an emerging cancer treatment that relies on boron-rich compounds to selectively target tumor cells.

The structural features of 5-Chloro-3-(hydroxymethyl)phenylboronic acid make it an attractive candidate for developing novel therapeutic agents. Researchers have explored its potential in synthesizing kinase inhibitors, which are critical for treating cancers and inflammatory diseases. The combination of the chloro and hydroxymethyl groups allows for fine-tuning of electronic properties and steric interactions, which are essential for achieving high binding affinity to biological targets.

The compound also finds applications in materials science, particularly in the synthesis of advanced polymers and coatings. Boronic acids can undergo reversible coordination with metals, leading to the formation of metal-organic frameworks (MOFs) and other functional materials. These materials have potential uses in catalysis, gas storage, and separation technologies.

The latest research highlights several innovative applications of 5-Chloro-3-(hydroxymethyl)phenylboronic acid. A notable study demonstrated its use as a key intermediate in the synthesis of novel ligands for transition metal catalysis. These ligands have been shown to enhance the efficiency of cross-coupling reactions, providing greener and more sustainable synthetic routes.

In another significant development, researchers have utilized this compound to create smart materials that can respond to environmental stimuli such as pH changes or temperature variations. The unique structural features of 5-Chloro-3-(hydroxymethyl)phenylboronic acid, particularly its ability to form hydrogen bonds and coordinate with metals, have been leveraged to design materials with tunable properties.

The pharmaceutical industry has also seen advancements in using organoboron compounds like this one for drug delivery systems. By incorporating boronic acid moieties into drug molecules or delivery vectors, researchers aim to improve drug solubility, stability, and targeted release profiles.

The synthesis of derivatives from CAS No. 2121512-87-4, such as halogenated or alkoxylated boronic acids, has opened up new avenues for material design. These derivatives exhibit enhanced reactivity or stability under specific conditions, making them suitable for diverse applications ranging from electronics to biomedicine.

The growing body of research underscores the importance of organoboron compounds like CAS No. 2121512-87-4. As synthetic methodologies continue to evolve, we can expect even more innovative uses for this versatile compound in various scientific disciplines.

• 332062-08-5(Fmoc-S-3-amino-4,4-diphenyl-butyric acid)
• 1270529-38-8(1,2,3,4,5,6-Hexahydro-[2,3]bipyridinyl-6-ol)
• 2680771-01-9(4-cyclopentyl-3-{(prop-2-en-1-yloxy)carbonylamino}butanoic acid)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)
• 1444113-98-7(N-(3-cyanothiolan-3-yl)-2-[(2,2,2-trifluoroethyl)sulfanyl]pyridine-4-carboxamide)
• 941977-17-9(N'-(3-chloro-2-methylphenyl)-N-2-(dimethylamino)-2-(naphthalen-1-yl)ethylethanediamide)
• 2138166-62-6(2,2-Difluoro-3-[methyl(2-methylbutyl)amino]propanoic acid)
• 89640-58-4(2-Iodo-4-nitrophenylhydrazine)
• 1449132-38-0(3-Fluoro-5-(2-fluoro-5-methylbenzylcarbamoyl)benzeneboronic acid)
• 2034271-14-0(2-(1H-indol-3-yl)-N-{[6-(thiophen-2-yl)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]methyl}acetamide)