• 1. Bioisosteric replacement of central 1,2,4-oxadiazole ring of high affinity CB2 ligands by regioisomeric 1,3,4-oxadiazole ring
  Dominik Heimann,Corinna Lueg,Henk de Vries,Bastian Frehland,Dirk Schepmann,Laura H. Heitman,Bernhard Wünsch Med. Chem. Commun. 2017 8 1697
• 2. Oxazoline scaffold in synthesis of benzosiloxaboroles and related ring-expanded heterocycles: diverse reactivity, structural peculiarities and antimicrobial activity
  Joanna Krajewska,Krzysztof Nowicki,Krzysztof Durka,Paulina H. Marek-Urban,Patrycja Wińska,Tomasz St?pniewski,Krzysztof Wo?niak,Agnieszka E. Laudy,Sergiusz Luliński RSC Adv. 2022 12 23099
• 3. Synthesis of fluorinated diphenyl-diketopyrrolopyrrole derivatives as new building blocks for conjugated copolymers
  Bin Jiang,Chen Chen Du,Min Jie Li,Ke Gao,Li Kou,Ming Chen,Feng Liu,Thomas P. Russell,Hongyu Wang Polym. Chem. 2016 7 3311

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Halobenzoic acids and derivatives

4-Bromo-2-Fluorobenzoic Acid (CAS No. 112704-79-7): A Comprehensive Overview of Its Synthesis, Applications, and Recent Advancements

The 4-bromo-2-fluorobenzoic acid (CAS No. 112704-79-7) is a structurally unique aromatic compound characterized by its bromine and fluorine substituents on the benzene ring, coupled with a carboxylic acid functional group. This compound has garnered significant attention in recent years due to its potential in pharmaceutical development, material science, and analytical chemistry. Its chemical structure—C₇H₅BrFO₂—provides a versatile platform for functionalization, enabling its use as an intermediate in the synthesis of bioactive molecules.

A key focus of recent studies revolves around optimizing the synthesis of 4-bromo-2-fluorobenzoic acid. Traditional methods often involved multi-step processes with low yields or harsh reaction conditions. However, advancements in catalytic methodologies have led to more efficient protocols. For instance, a 2023 study published in the Journal of Organic Chemistry demonstrated a one-pot synthesis using palladium-catalyzed cross-coupling reactions under mild conditions, achieving yields exceeding 85%. This method not only reduces environmental impact but also aligns with green chemistry principles by minimizing waste.

In the realm of pharmacology, 4-bromo-2-fluorobenzoic acid has emerged as a promising scaffold for drug discovery. Researchers at the University of Cambridge recently reported its role as a lead compound in developing antitumor agents targeting cancer cell metabolism. The bromine and fluorine substituents enhance ligand efficiency by modulating hydrophobicity and electronic properties, enabling selective inhibition of oncogenic enzymes such as histone deacetylases (HDACs). Preclinical trials showed significant tumor growth suppression in murine models without observable toxicity to healthy cells.

Beyond medicinal applications, this compound’s electronic properties make it valuable in organic electronics research. A 2023 collaboration between MIT and Samsung Advanced Institute highlighted its utility as a dopant in organic light-emitting diodes (OLEDs). The fluorine atom’s electron-withdrawing effect stabilizes charge carriers, improving device efficiency by up to 30% compared to conventional materials. This discovery underscores its potential for next-generation display technologies and flexible electronics.

In analytical chemistry, 4-bromo-2-fluorobenzoic acid derivatives serve as critical calibration standards for mass spectrometry (MS) and nuclear magnetic resonance (NMR) spectroscopy. Their well-defined molecular weights and distinct spectral signatures enable precise quantification of complex mixtures in environmental and forensic analyses. Recent studies have also explored their use in immunoassay conjugates for detecting biomarkers of neurodegenerative diseases like Alzheimer’s.

A notable area of innovation involves bioorthogonal reactions leveraging this compound’s reactivity. A team at Stanford University developed a bioconjugation strategy using azide-functionalized derivatives under biocompatible conditions. This approach allows real-time tracking of cellular processes without disrupting native biochemistry—a breakthrough for live-cell imaging studies.

Economic considerations further highlight its significance: global demand for this compound is projected to grow at an annual rate exceeding 6% through 2030, driven by expanding pharmaceutical R&D pipelines and renewable energy sector investments. Major producers like Sigma-Aldrich and Alfa Aesar report consistent demand from both academic institutions and industrial partners.

In conclusion, 4-bromo-2-fluorobenzoic acid (CAS No. 112704-79-7) exemplifies how structurally tailored organic compounds bridge fundamental research and applied technologies. Its continued exploration across disciplines—from precision medicine to sustainable electronics—positions it as an indispensable tool for addressing modern scientific challenges while adhering to stringent safety and regulatory standards.

• 2252-37-1(2-Bromo-6-fluorobenzoic acid)
• 183065-68-1(4-Bromo-2,6-difluorobenzoic acid)
• 179232-29-2(4-Bromo-2-fluorobenzoic Acid Methyl Ester)
• 415965-24-1(4-Bromo-2-fluoro-5-methylbenzoic acid)
• 161957-56-8(3-Bromo-2-fluorobenzoic acid)
• 289039-48-1(4,5-Dibromo-2-fluorobenzoic acid)
• 146328-85-0(5-Bromo-2-fluorobenzoic acid)
• 773134-11-5(Methyl 4-bromo-2,6-difluorobenzoate)
• 28314-82-1(4-Bromo-2,5-difluorobenzoic acid)
• 651026-99-2(2-Bromo-4,6-difluorobenzoic acid)