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Introduction to (2-Formyl-4-methylphenyl)boronic acid (CAS No. 444188-28-7)

(2-Formyl-4-methylphenyl)boronic acid (CAS No. 444188-28-7) is a versatile organic compound that has garnered significant attention in the fields of synthetic chemistry, medicinal chemistry, and materials science. This compound is characterized by its unique structure, which combines a formyl group and a boronic acid moiety on a substituted phenyl ring. The combination of these functional groups imparts distinct chemical properties that make it an invaluable reagent in various synthetic transformations and biological applications.

The molecular formula of (2-Formyl-4-methylphenyl)boronic acid is C₉H₁₁BO₃, and its molecular weight is approximately 186.09 g/mol. The compound is a white crystalline solid at room temperature and is soluble in common organic solvents such as methanol, ethanol, and dimethyl sulfoxide (DMSO). Its boronic acid functionality makes it highly reactive in various chemical reactions, particularly in Suzuki-Miyaura coupling reactions, which are widely used in the synthesis of biologically active molecules and pharmaceuticals.

In the context of medicinal chemistry, (2-Formyl-4-methylphenyl)boronic acid has been explored for its potential as a building block in the synthesis of drug candidates. Recent studies have highlighted its utility in the development of small molecule inhibitors targeting specific enzymes and receptors. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against certain kinases, which are key targets in cancer therapy.

The formyl group present in (2-Formyl-4-methylphenyl)boronic acid can be readily converted into other functional groups through various chemical transformations. This versatility makes it an attractive starting material for the synthesis of complex organic molecules. For example, researchers at the University of California, Berkeley, have utilized this compound as a precursor to synthesize novel compounds with potential antiviral properties. The ability to modify the formyl group through reduction to a hydroxymethyl group or oxidation to a carboxylic acid provides a wide range of synthetic possibilities.

Beyond its applications in medicinal chemistry, (2-Formyl-4-methylphenyl)boronic acid has also found use in materials science. Its boronic acid functionality can participate in dynamic covalent bond formation, which is crucial for the development of self-healing materials and adaptive polymers. A recent study published in the Journal of Materials Chemistry A reported the use of this compound in the synthesis of self-healing hydrogels with enhanced mechanical properties. The dynamic nature of boronate esters formed from boronic acids allows for reversible cross-linking, enabling the material to repair itself upon damage.

The environmental impact and safety profile of (2-Formyl-4-methylphenyl)boronic acid have also been investigated. Studies have shown that this compound exhibits low toxicity and environmental persistence when used under controlled conditions. However, proper handling and disposal protocols should always be followed to ensure safety and minimize environmental impact.

In conclusion, (2-Formyl-4-methylphenyl)boronic acid (CAS No. 444188-28-7) is a multifaceted compound with significant potential in various scientific disciplines. Its unique chemical structure and reactivity make it an essential reagent for synthetic chemists and a promising candidate for the development of new drugs and advanced materials. Ongoing research continues to uncover new applications and properties of this versatile compound, further solidifying its importance in modern chemistry.

• 40138-16-7((2-formylphenyl)boronic acid)
• 100379-00-8(2,6-Dimethylphenylboronic acid)
• 16419-60-6((2-methylphenyl)boronic acid)
• 870777-33-6((3-Formyl-5-methylphenyl)boronic acid)
• 156428-81-8(4-Formyl-2-methylphenylboronic Acid)
• 87199-16-4((3-formylphenyl)boronic acid)
• 55499-44-0(2,4-Dimethylphenylboronic acid)
• 87199-17-5((4-formylphenyl)boronic acid)
• 40138-17-8(2-Formyl-5-methylphenylboronic acid)
• 5980-97-2(2,4,6-Trimethylphenylboronic acid)