• 1. Excited state character of Cibalackrot-type compounds interpreted in terms of Hückel-aromaticity: a rationale for singlet fission chromophore design?
  Weixuan Zeng,Ouissam El Bakouri,Henrik Ottosson Chem. Sci., 2021,12, 6159-6171
• 2. Evolution of hierarchical porous structures in supramolecular guest–host hydrogels?
  Christopher B. Rodell,Christopher B. Highley,Minna H. Chen,Neville N. Dusaj,Chao Wang,Lin Han,Jason A. Burdick Soft Matter, 2016,12, 7839-7847
• 3. Excellent energy storage performance in NaNbO3-based relaxor antiferroeic ceramics under a low electric field
  XuxinCheng,XiaomingChen,PengyuanFan
• 4. Distinctive size effects of Pt nanoparticles immobilized on Fe3O4@PPy used as an efficient recyclable catalyst for benzylic alcohol aerobic oxidation and hydrogenation reduction of nitroaromatics
  Yu Long,Bing Yuan,Jianrui Niu,Xin Tong,Jiantai Ma New J. Chem., 2015,39, 1179-1185
• 5. Estimating and correcting interference fringes in infrared spectra in infrared hyperspectral imaging
  Ghazal Azarfar,Ebrahim Aboualizadeh,Nicholas M. Walter,Simona Ratti,Camilla Olivieri,Alessandra Norici,Michael Nasse,Achim Kohler,Mario Giordano Analyst, 2018,143, 4674-4683

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

3-Fluoro-5-formylbenzoic Acid (CAS No. 1289005-85-1): A Versatile Building Block in Modern Organic Synthesis

3-Fluoro-5-formylbenzoic Acid (CAS No. 1289005-85-1) is a highly specialized organic compound that has garnered significant attention in pharmaceutical and material science research. This compound, characterized by its fluorinated aromatic ring and formyl-carboxyl bifunctional groups, serves as a critical intermediate in the synthesis of complex molecules. Its unique structural features make it invaluable for designing drug candidates, advanced polymers, and functional materials. Researchers and industries are increasingly exploring its applications due to its reactivity and structural versatility.

The growing demand for fluorinated aromatic compounds like 3-Fluoro-5-formylbenzoic Acid is driven by their role in enhancing the bioavailability and metabolic stability of pharmaceuticals. Fluorination, a key trend in medicinal chemistry, improves drug potency and selectivity. This compound’s formyl group further allows for Schiff base formation or reductive amination, enabling the creation of heterocyclic scaffolds common in FDA-approved drugs. Recent studies highlight its utility in cancer therapeutics and CNS drug development, aligning with the surge in precision medicine research.

In material science, 3-Fluoro-5-formylbenzoic Acid is leveraged for synthesizing high-performance polymers and coordination frameworks. Its carboxylic acid moiety facilitates polymerization, while the fluoro substituent enhances thermal and chemical resistance. These properties are pivotal for developing OLED materials, sensors, and catalysts, addressing the need for energy-efficient technologies. A 2023 study demonstrated its incorporation into covalent organic frameworks (COFs), showcasing potential for gas storage and molecular separation—a hot topic in sustainable chemistry.

From a synthetic chemistry perspective, this compound’s dual functionality enables diverse transformations. The formyl group participates in nucleophilic additions, while the carboxyl group can undergo esterification or amide coupling. Such reactivity is exploited in multistep syntheses, particularly for chiral auxiliaries and ligand design. Notably, its fluorine atom influences electronic effects, fine-tuning reaction outcomes—a principle central to click chemistry and late-stage functionalization strategies.

Environmental and green chemistry considerations are also shaping its applications. With regulations pushing for solvent-free reactions and atom economy, 3-Fluoro-5-formylbenzoic Acid is being used in microwave-assisted synthesis and flow chemistry setups. Its stability under mild conditions reduces waste, aligning with ESG (Environmental, Social, and Governance) goals in chemical manufacturing. A 2022 patent highlighted its role in biodegradable polymer production, resonating with the circular economy trend.

For researchers sourcing this compound, purity and supply chain reliability are paramount. Reputable suppliers emphasize HPLC-grade standards and batch-to-batch consistency, ensuring reproducibility in high-throughput screening. FAQs often address its storage conditions (recommended: 2–8°C under inert gas) and compatibility with common reagents, reflecting user concerns about handling sensitive aldehydes.

In summary, 3-Fluoro-5-formylbenzoic Acid (CAS No. 1289005-85-1) bridges multiple disciplines, from drug discovery to smart materials. Its synergistic functional groups and fluorine’s bioisosteric effects position it at the forefront of innovation-driven chemistry. As industries prioritize sustainable and efficient synthesis, this compound’s relevance will only expand, making it a staple in 21st-century chemical research.

• 2365-28-8(Benzoic acid,3-fluoro-, ion(1-))
• 285977-82-4(Benzoic-carboxy-13C-2,3,5,6-d4acid, 4-fluoro- (9CI))
• 1841-58-3(3'-Fluorobiphenyl-4-carboxylic Acid)
• 518070-19-4(3-Fluoro-5-methylbenzoic acid)
• 455-38-9(3-Fluorobenzoic acid)
• 455-40-3(3,5-Difluorobenzoic acid)
• 456-22-4(4-Fluorobenzoic acid)
• 121602-93-5(3,4,5-Trifluorobenzoic acid)
• 455-86-7(3,4-Difluorobenzoic acid)
• 1583-66-0(H2fip)