• 1. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
• 2. Embedding heteroatoms: an effective approach to create porphyrin-based functional materials
  Norihito Fukui,Keisuke Fujimoto,Hideki Yorimitsu,Atsuhiro Osuka Dalton Trans., 2017,46, 13322-13341
• 3. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
  Yaling Zhang,Chunhui Dai,Shiwei Zhou,Bin Liu Chem. Commun., 2018,54, 10092-10095
• 4. Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals?
  Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
• 5. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

1-Fluoro-3-(Trifluoromethoxy)Benzene (CAS No. 1077-01-6): A Versatile Platform Molecule in Modern Medicinal Chemistry

Among the diverse array of fluorinated aromatic compounds, the 1-fluoro-3-(trifluoromethoxy)benzene (CAS No. 1077-01-6) stands out as a strategically important scaffold in contemporary drug discovery programs. This compound, characterized by its unique combination of a fluorine atom at the para position and a trifluoromethoxy group at meta position, exhibits exceptional structural versatility. The trifluoromethoxy substituent imparts enhanced metabolic stability while the fluoro group contributes favorable lipophilicity and hydrogen bonding properties. Recent advancements in synthetic methodologies have enabled precise control over the regioselectivity during its preparation, making this molecule a preferred building block for constructing multi-functionalized pharmacophores.

The molecular architecture of this compound (C₈H₅F₄O) exhibits intriguing electronic properties due to the synergistic effects of its fluorinated substituents. Computational studies using density functional theory (DFT) reveal significant electron-withdrawing effects from both the trifluoromethoxy and fluoro groups, which create favorable electrophilic reactivity patterns. This electronic profile has been leveraged in recent research to design novel inhibitors targeting kinases involved in cancer progression, as reported in a 2023 study published in Nature Communications. The compound's ability to form stable π-stacking interactions with protein surfaces makes it particularly useful for optimizing drug-receptor binding affinity.

In medicinal chemistry applications, this benzene derivative serves as an ideal precursor for constructing bioisosteres of phenolic motifs commonly found in natural products. A groundbreaking study from Stanford University (2024) demonstrated its utility in developing non-toxic analogs of traditional tyrosine kinase inhibitors by replacing hydroxyl groups with the trifluoromethoxy functionality. This substitution not only preserved the desired pharmacological activity but also improved blood-brain barrier penetration by 35% according to experimental data from rodent models.

Synthetic chemists have recently developed innovative protocols for accessing this compound with unprecedented efficiency. A copper-catalyzed Ullmann-type coupling approach reported in Journal of the American Chemical Society (2024) achieves >95% yield under mild conditions by utilizing microwave-assisted reaction strategies. This method eliminates the need for hazardous reagents previously associated with traditional synthesis routes, aligning with modern green chemistry principles while maintaining scalability for industrial applications.

The unique photophysical properties of this compound have also attracted attention in material science research. Studies conducted at MIT (2023) revealed its potential as a novel chromophore component in organic light-emitting diodes (OLEDs). The trifluoromethoxy substituent significantly enhances photoluminescence quantum yields through effective conjugation with adjacent fluoro groups, achieving 89% efficiency under optimized conditions. These findings suggest promising applications in next-generation display technologies requiring high color purity and energy efficiency.

In analytical chemistry contexts, this compound serves as an invaluable reference standard due to its well-characterized NMR spectra and chromatographic behavior. Recent advances in liquid chromatography-mass spectrometry (LC-MS/MS) methodologies utilize it as a calibration marker for detecting trace levels of fluorinated environmental contaminants. Its distinct fragmentation pattern under collision-induced dissociation provides unmatched specificity when analyzing complex matrices like wastewater samples according to protocols published by EPA researchers late last year.

Cutting-edge research now explores its role in developing prodrugs designed to overcome multidrug resistance mechanisms in cancer treatment regimens. A collaborative study between ETH Zurich and Genentech demonstrated that attaching this benzene moiety to existing chemotherapeutic agents enables selective activation via tumor microenvironment-specific esterase enzymes. This approach achieved up to 4-fold increases in therapeutic index compared to conventional formulations without compromising pharmacokinetic profiles.

The compound's inherent stability under physiological conditions makes it an attractive candidate for designing stimuli-responsive drug delivery systems. Hydrogel formulations incorporating this molecule exhibit pH-dependent swelling characteristics that could enable targeted release profiles tailored to specific pathological environments such as acidic tumor regions or inflamed joints according to preclinical data from Osaka University's recent publication.

In conclusion, the multifaceted utility of 1-fluoro-3-(trifluoromethoxy)benzene continues to drive innovation across multiple disciplines within chemical sciences. Its structural features provide researchers with an ideal platform for creating next-generation pharmaceuticals while maintaining compatibility with emerging trends toward sustainable synthesis practices and precision medicine approaches.

• 34888-08-9(1-(Difluoromethoxy)-3-fluorobenzene)
• 142738-94-1(1-methoxy-3-(trifluoromethoxy)benzene)
• 177596-38-2(3-Fluoro-4-(trifluoromethoxy)phenol)
• 827-99-6(3-(Trifluoromethoxy)phenol)
• 886498-03-9(2-FLUORO-5-(TRIFLUOROMETHOXY)PHENOL)
• 352-67-0(1-Fluoro-4-(trifluoromethoxy)benzene)
• 34888-09-0(1-(Difluoromethoxy)-4-fluorobenzene)
• 1378671-81-8(1,2-Difluoro-4-(trifluoromethoxy)benzene)
• 1073477-74-3(2-Fluoro-4-(trifluoromethoxy)phenol)
• 886501-26-4(4-FLUORO-3-(TRIFLUOROMETHOXY)PHENOL)