Production Method 1

262587-05-3

866607-09-2

Reaction Conditions

1.1 Reagents: Butyllithium ,  Triisopropyl borate Solvents: Tetrahydrofuran ;  -78 °C; 1 h; 0.5 h, rt

Reference

Synthesis of 3-(difluoromethoxy)-benzeneboronic acid

Yu, Ming; et al, Huaxue Shiji, 2016, 38(2), 169-170

Production Method 2

1895-39-2

866607-09-2

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  10 min; 1 h, rt → 100 °C
2.1 Reagents: Butyllithium ,  Triisopropyl borate Solvents: Tetrahydrofuran ;  -78 °C; 1 h; 0.5 h, rt

Reference

Synthesis of 3-(difluoromethoxy)-benzeneboronic acid

Yu, Ming; et al, Huaxue Shiji, 2016, 38(2), 169-170

[3-(difluoromethoxy)phenyl]boronic acid Raw materials

• 1-Bromo-3-(difluoromethoxy)benzene
• Sodium chlorodifluoroacetate

[3-(difluoromethoxy)phenyl]boronic acid Preparation Products

• [3-(difluoromethoxy)phenyl]boronic acid (866607-09-2)

• 1. Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents
  Craig A. Kelly,David R. Rosseinsky Phys. Chem. Chem. Phys., 2001,3, 2086-2090
• 2. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 3. Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction?
  Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
• 4. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 5. 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

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers

Comprehensive Guide to [3-(difluoromethoxy)phenyl]boronic acid (CAS No. 866607-09-2): Properties, Applications, and Industry Insights

[3-(difluoromethoxy)phenyl]boronic acid (CAS No. 866607-09-2) is a specialized boronic acid derivative widely recognized for its versatility in organic synthesis and pharmaceutical research. This compound, characterized by its difluoromethoxy functional group, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and material science. Its unique structure enables the formation of carbon-carbon bonds, making it indispensable for constructing complex molecules.

In recent years, the demand for [3-(difluoromethoxy)phenyl]boronic acid has surged due to its applications in bioconjugation and proteolysis-targeting chimera (PROTAC) development, two cutting-edge areas in targeted drug delivery. Researchers frequently search for "boronic acid in drug design" or "difluoromethoxy group benefits," reflecting the compound's relevance in optimizing bioavailability and metabolic stability of therapeutics. Its fluorine atoms enhance lipophilicity, a critical factor in central nervous system (CNS) drug penetration.

The synthesis of 866607-09-2 involves meticulous control of reaction conditions to ensure high purity and yield, topics often queried in organic chemistry forums. Analytical techniques like HPLC and NMR spectroscopy are essential for quality verification, aligning with industry standards for pharmaceutical intermediates. Environmental considerations also drive interest in "green chemistry approaches for boronic acids," prompting innovations in solvent-free reactions.

Beyond pharmaceuticals, [3-(difluoromethoxy)phenyl]boronic acid is explored in agrochemicals and OLED materials, addressing trends like "sustainable crop protection" and "flexible electronics." Its electron-withdrawing properties make it valuable for tuning electroluminescence in display technologies. Regulatory compliance, such as REACH and FDA guidelines, further underscores its safe handling protocols.

For researchers seeking "CAS 866607-09-2 suppliers" or "boronic acid storage conditions," proper anhydrous storage below -20°C is recommended to prevent hydrolysis. The compound's MSDS highlights non-hazardous classification under normal use, though personal protective equipment (PPE) is advised during handling. This aligns with growing lab safety awareness trends.

In summary, [3-(difluoromethoxy)phenyl]boronic acid exemplifies the intersection of chemical innovation and practical applications, answering pressing queries in medicinal chemistry and advanced materials. Its adaptability ensures continued relevance across scientific disciplines.

• 10365-98-7(3-Methoxybenzeneboronic acid)
• 870822-76-7(Boronic acid,B-[8-(trifluoromethoxy)-2-naphthalenyl]-)
• 355836-10-1([2-methoxy-4-(trifluoromethoxy)phenyl]boronic acid)
• 1079402-25-7(5-Methoxy-2-(trifluoromethoxy)phenylboronic Acid)
• 139301-27-2([4-(trifluoromethoxy)phenyl]boronic acid)
• 179113-90-7(m-(Trifluoromethoxy)phenylboronic Acid)
• 290832-43-8([2-methoxy-5-(trifluoromethoxy)phenyl]boronic acid)
• 957120-22-8(3-Hydroxy-5-(trifluoromethoxy)phenylboronic acid)
• 175676-65-0(o-(Trifluoromethoxy)phenylboronic Acid)
• 688810-12-0([4-(difluoromethoxy)phenyl]boronic acid)