• 1. Excellent lithium ion storage property of porous MnCo2O4 nanorods?
  Peiyuan Zeng,Xiaoxiao Wang,Ming Ye,Qiuyang Ma,Jianwen Li,Wanwan Wang,Baoyou Geng,Zhen Fang RSC Adv., 2016,6, 23074-23084
• 2. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig
• 3. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
• 4. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
  Shojiro Kimura,Tetsuro Kusamoto Chem. Commun., 2020,56, 11195-11198
• 5. 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

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

Methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (CAS 757982-31-3): A Versatile Boronic Ester for Modern Organic Synthesis

In the rapidly evolving field of organic chemistry, Methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (CAS 757982-31-3) has emerged as a valuable building block for pharmaceutical intermediates and material science applications. This boronic ester derivative combines the stability of pinacol boronic esters with the reactivity of aromatic fluorides, making it particularly useful in Suzuki-Miyaura cross-coupling reactions - one of the most widely employed transformations in drug discovery today.

The molecular structure of Methyl 4-fluoro-3-boronobenzoate features two key functional groups that contribute to its synthetic utility: the electron-withdrawing fluoro substituent at the 4-position and the boronate ester at the 3-position. This arrangement creates unique electronic properties that influence both its reactivity and selectivity in various transformations. Researchers particularly value this compound for its stability under ambient conditions compared to corresponding boronic acids, while maintaining excellent reactivity when activated.

Recent trends in medicinal chemistry have driven increased interest in fluorinated boronic esters like CAS 757982-31-3. The pharmaceutical industry's growing focus on fluorinated drug candidates (approximately 20-30% of new drug molecules contain fluorine) has created substantial demand for reliable fluorinated building blocks. This compound serves as an excellent precursor for the synthesis of biaryl structures commonly found in kinase inhibitors, anticancer agents, and CNS-active compounds.

From a synthetic perspective, the 4-fluoro-3-borono benzoate moiety offers several advantages. The methyl ester provides a convenient handle for further derivatization through hydrolysis or reduction, while the fluorine atom can participate in various nucleophilic aromatic substitutions or serve as a directing group in metal-catalyzed reactions. These features make Methyl 4-fluoro-3-(pinacolatoboron)benzoate particularly valuable for constructing complex molecular architectures through sequential transformations.

The application of CAS 757982-31-3 extends beyond pharmaceutical synthesis. Materials scientists have utilized similar fluorinated arylboronates in the development of organic electronic materials, including OLED components and organic semiconductors. The combination of fluorine's electronic effects with the boron moiety's versatility enables fine-tuning of material properties such as charge transport characteristics and emission wavelengths.

Quality considerations for Methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate typically focus on boron content (usually 95-98% purity by NMR), residual solvent levels, and moisture content. Proper storage under inert atmosphere at low temperatures (typically 2-8°C) helps maintain the compound's stability over extended periods. These quality parameters are particularly important for researchers requiring reproducible results in sensitive catalytic systems.

Market analysis indicates growing demand for specialized boronic ester reagents like 757982-31-3, driven by both pharmaceutical R&D and the expansion of boron chemistry in materials science. Suppliers have responded by offering custom synthesis services and various packaging options (from milligram to kilogram quantities) to meet diverse research needs. The compound's relative stability compared to boronic acids makes it particularly attractive for international shipping and long-term storage.

Environmental and handling considerations for Methyl 4-fluoro-3-(dioxaborolanyl)benzoate follow standard laboratory safety protocols for organoboron compounds. While not classified as highly hazardous, proper personal protective equipment (gloves, eye protection) and adequate ventilation are recommended during handling. The compound's stability minimizes special disposal requirements beyond those typical for organic laboratory waste.

Future research directions involving CAS 757982-31-3 may explore its use in emerging areas such as boron neutron capture therapy (BNCT) precursors or as components in novel covalent organic frameworks (COFs). The continued development of more efficient and sustainable synthetic methods using such fluorinated boronates remains an active area of investigation in both academic and industrial settings.

For researchers considering Methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate for their projects, several synthetic protocols have demonstrated success. Standard Suzuki coupling conditions (palladium catalysts, aqueous base) typically provide good yields, while specialized conditions may be required for particularly challenging substrates. The compound's reactivity profile makes it compatible with many common protecting groups and functional handles, allowing for flexible synthetic strategies.

In conclusion, 757982-31-3 represents an important addition to the toolbox of modern synthetic chemists. Its combination of stability, reactivity, and versatility positions it as a valuable intermediate for both discovery-phase and process chemistry applications. As boron chemistry continues to expand into new areas of science and technology, compounds like this fluorinated benzoate boronic ester will likely see increasing utilization across multiple disciplines.

• 1218790-17-0(2-Fluoro-5-(methoxycarbonyl)-4-methylphenylboronic acid, pinacol ester)
• 872459-87-5(4-Fluoro-3-Methoxycarbonylphenylboronic Acid Pinacol Ester)
• 603122-52-7(Methyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1256359-29-1(4,5-(Dimethoxycarbonyl)-2-fluorophenylboronic acid, pinacol ester)
• 603122-79-8(Methyl 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1016979-31-9(Methyl 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1218791-32-2(Methyl 3,5-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate)
• 1218791-19-5(2,3-Difluoro-5-(methoxycarbonyl)phenylboronic acid, pinacol ester)
• 1050423-87-4(3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid)
• 851334-92-4(4-Ethoxycarbonyl-2-fluorophenylboronic acid, pinacol ester)