• 1. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 2. Fast-pulsing NMR techniques for the detection of weak interactions: successful natural abundance probe of hydrogen bonds in peptides?
  Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615
• 3. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788
• 4. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 5. Esterase-responsive polymeric prodrug-based tumor targeting nanoparticles for improved anti-tumor performance against colon cancer?
  Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Halobenzenes Fluorobenzenes

Introduction to 3-Bromo-2-fluoro-5-methylphenylboronic acid (CAS No. 957066-00-1)

3-Bromo-2-fluoro-5-methylphenylboronic acid (CAS No. 957066-00-1) is a versatile organic compound that has gained significant attention in the fields of medicinal chemistry and materials science. This compound, characterized by its unique substitution pattern, offers a broad range of applications, particularly in the synthesis of complex molecules and the development of novel pharmaceuticals.

The molecular structure of 3-Bromo-2-fluoro-5-methylphenylboronic acid consists of a phenyl ring substituted with a bromine atom at the 3-position, a fluorine atom at the 2-position, and a methyl group at the 5-position. The boronic acid functional group at the ortho position to the methyl group further enhances its reactivity and utility in various chemical reactions.

In recent years, 3-Bromo-2-fluoro-5-methylphenylboronic acid has been extensively studied for its role in Suzuki-Miyaura coupling reactions, which are pivotal in the synthesis of biologically active compounds. These reactions involve the palladium-catalyzed cross-coupling of aryl boronic acids with aryl halides, leading to the formation of biaryl compounds. The presence of the bromine and fluorine substituents in 3-Bromo-2-fluoro-5-methylphenylboronic acid allows for precise control over the regioselectivity and stereoselectivity of these coupling reactions, making it an invaluable reagent in synthetic organic chemistry.

Beyond its use in synthetic chemistry, 3-Bromo-2-fluoro-5-methylphenylboronic acid has shown promise in the development of new pharmaceuticals. The substitution pattern of this compound can be tailored to optimize pharmacological properties such as solubility, bioavailability, and metabolic stability. For instance, recent studies have explored its potential as a building block for antiviral agents and anticancer drugs. The bromine and fluorine substituents can enhance the binding affinity of these drugs to their target proteins, thereby improving their therapeutic efficacy.

In addition to its applications in medicinal chemistry, 3-Bromo-2-fluoro-5-methylphenylboronic acid has also found use in materials science. Its unique electronic properties make it suitable for the synthesis of functional materials such as organic semiconductors and luminescent materials. The boronic acid functional group can participate in various supramolecular interactions, leading to the formation of well-defined nanostructures with tunable optical and electronic properties.

The synthesis of 3-Bromo-2-fluoro-5-methylphenylboronic acid typically involves several steps, including bromination, fluorination, and borylation reactions. Recent advancements in green chemistry have led to the development of more environmentally friendly methods for synthesizing this compound. For example, catalytic systems using palladium and nickel catalysts have been reported to achieve high yields with minimal by-products and waste generation.

The safety and handling of 3-Bromo-2-fluoro-5-methylphenylboronic acid are important considerations for researchers working with this compound. While it is not classified as a hazardous material, proper precautions should be taken to ensure safe handling and storage. This includes using appropriate personal protective equipment (PPE) such as gloves and goggles, as well as working under a fume hood to minimize exposure to vapors.

In conclusion, 3-Bromo-2-fluoro-5-methylphenylboronic acid (CAS No. 957066-00-1) is a highly versatile compound with a wide range of applications in medicinal chemistry, materials science, and synthetic organic chemistry. Its unique substitution pattern and reactivity make it an essential reagent for researchers aiming to develop new pharmaceuticals and functional materials. As research continues to advance, it is likely that new applications for this compound will be discovered, further solidifying its importance in the scientific community.

• 1072951-82-6(3,5-Dibromo-2-fluorophenylboronic Acid)
• 677777-57-0(4-Bromo-2-fluoro-5-methylphenylboronic acid)
• 1106676-82-7(4-Bromo-2,5-bifluorophenylboronic acid)
• 352535-84-3(3-bromo-2,6-difluorophenylboronic acid)
• 2096333-35-4(3-Bromo-5-T-butyl-2-fluorophenylboronic acid)
• 112204-57-6((5-bromo-2-fluoro-phenyl)boronic acid)
• 957061-14-2(5-Bromo-2-fluoro-4-methylphenylboronic acid)
• 957120-61-5(5-Bromo-2-fluoro-3-methylphenylboronic acid)
• 352535-97-8((3-Bromo-2-fluorophenyl)boronic acid)
• 2096331-76-7(5-Bromo-2,4-difluorophenylboronic acid)