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(4-((Methylamino)methyl)phenyl)boronic acid (CAS No. 518336-26-0): A Comprehensive Overview

(4-((Methylamino)methyl)phenyl)boronic acid (CAS No. 518336-26-0) is a versatile compound that has gained significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This boronic acid derivative is characterized by its unique structure, which combines a phenyl ring with a boronic acid moiety and a methylamino group. The compound's structural features make it an attractive building block for various chemical reactions and applications.

The methylamino group in (4-((Methylamino)methyl)phenyl)boronic acid imparts significant reactivity and functional versatility, enabling it to participate in a wide range of chemical transformations. One of the most notable applications of this compound is in Suzuki-Miyaura coupling reactions, where it serves as an efficient coupling partner for the formation of biaryl compounds. These reactions are crucial in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials.

Recent research has highlighted the potential of (4-((Methylamino)methyl)phenyl)boronic acid in the development of new therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that this compound can be used as a key intermediate in the synthesis of novel anti-cancer drugs. The boronic acid moiety facilitates the formation of stable intermediates, which can be further modified to introduce bioactive functionalities. This approach has shown promise in enhancing the potency and selectivity of anti-cancer agents.

In addition to its applications in medicinal chemistry, (4-((Methylamino)methyl)phenyl)boronic acid has also found use in materials science. The compound's ability to form stable complexes with various metal ions makes it a valuable precursor for the synthesis of metal-organic frameworks (MOFs). MOFs are highly porous materials with a wide range of applications, including gas storage, catalysis, and drug delivery. A recent study published in Chemical Communications reported the successful synthesis of a MOF using (4-((Methylamino)methyl)phenyl)boronic acid, which exhibited excellent gas adsorption properties.

The synthetic accessibility of (4-((Methylamino)methyl)phenyl)boronic acid is another factor contributing to its widespread use. The compound can be prepared through a multi-step synthetic route involving the functionalization of a phenylboronic acid with a methylamine derivative. This process allows for precise control over the final product's purity and yield, making it suitable for both laboratory-scale and industrial-scale applications.

The physical and chemical properties of (4-((Methylamino)methyl)phenyl)boronic acid have been extensively studied. The compound is known to be soluble in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). Its solubility profile makes it easy to handle and manipulate in various reaction conditions. Additionally, the compound exhibits good thermal stability, which is crucial for its use in high-temperature reactions.

In terms of safety and handling, (4-((Methylamino)methyl)phenyl)boronic acid should be stored under dry conditions to prevent hydrolysis. It is recommended to handle the compound with appropriate personal protective equipment (PPE), including gloves and safety goggles, to ensure safe laboratory practices.

The environmental impact of (4-((Methylamino)methyl)phenyl)boronic acid has also been evaluated. Studies have shown that the compound does not pose significant environmental risks when used under controlled conditions. However, proper waste disposal protocols should be followed to minimize any potential ecological effects.

In conclusion, (4-((Methylamino)methyl)phenyl)boronic acid (CAS No. 518336-26-0) is a highly versatile compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique structural features and reactivity make it an invaluable tool for researchers and chemists working on the development of new compounds and materials. As research continues to advance, it is likely that new applications for this compound will be discovered, further expanding its utility and importance in various scientific fields.

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• 819849-22-4(3-(N, N-Dimethylaminomethyl) phenylboronic acid)
• 938465-64-6({4-[(dimethylamino)methyl]phenyl}boronic acid hydrochloride)
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• 51239-46-4(4-(Aminomethyl)phenylboronic acid)
• 70799-12-1(4-(Dimethylamino)methylphenylboronic acid)