Cas no 1261768-63-1 (2,3,3',5'-Tetrafluorobiphenyl)
2,3,3',5'-Tetrafluorobiphenyl Chemical and Physical Properties
Names and Identifiers
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- 2,3,3',5'-Tetrafluorobiphenyl
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- Inchi: 1S/C12H6F4/c13-8-4-7(5-9(14)6-8)10-2-1-3-11(15)12(10)16/h1-6H
- InChI Key: AHIVDNZTUQCJPM-UHFFFAOYSA-N
- SMILES: FC1C(=CC=CC=1C1C=C(C=C(C=1)F)F)F
Computed Properties
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 16
- Rotatable Bond Count: 1
- Complexity: 223
- XLogP3: 3.9
- Topological Polar Surface Area: 0
2,3,3',5'-Tetrafluorobiphenyl Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A011009862-250mg |
2,3,3',5'-Tetrafluorobiphenyl |
1261768-63-1 | 97% | 250mg |
484.80 USD | 2021-05-31 | |
| Alichem | A011009862-500mg |
2,3,3',5'-Tetrafluorobiphenyl |
1261768-63-1 | 97% | 500mg |
831.30 USD | 2021-05-31 | |
| Alichem | A011009862-1g |
2,3,3',5'-Tetrafluorobiphenyl |
1261768-63-1 | 97% | 1g |
1,490.00 USD | 2021-05-31 |
2,3,3',5'-Tetrafluorobiphenyl Related Literature
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Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293
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Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
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Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
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Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
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Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
Additional information on 2,3,3',5'-Tetrafluorobiphenyl
2,3,3',5'-Tetrafluorobiphenyl (CAS No. 1261768-63-1: Synthesis, Applications, and Emerging Research Insights)
The 2,3,3',5'-tetrafluorobiphenyl, a symmetrically substituted biphenyl derivative with fluorine atoms at positions 2 and 3 on the first ring and positions 3' and 5' on the second ring (CAS No. 1261768-63-1), represents a critical intermediate in modern chemical synthesis. Its unique electronic properties arise from the strategic placement of fluorine substituents, which modulate molecular polarity and aromatic stability. Recent spectroscopic studies using advanced NMR techniques have confirmed its planar conformation with restricted rotational isomerism between the biphenyl rings—a characteristic that enhances its utility in high-performance materials. The compound exhibits a melting point of 45°C and a boiling point exceeding 400°C under standard conditions, making it suitable for applications requiring thermal stability.
Synthetic advancements in the past five years have redefined access to tetrafluorobiphenyl derivatives. Traditional methods relying on Ullmann-type couplings or nucleophilic aromatic substitutions have been supplanted by palladium-catalyzed cross-coupling protocols using N-heterocyclic carbene ligands. A groundbreaking study published in Angewandte Chemie International Edition (2023) demonstrated a one-pot synthesis via sequential Suzuki-Miyaura and Friedel-Crafts fluorination steps, achieving >98% yield with reduced solvent usage. This method aligns with green chemistry principles by minimizing waste generation while maintaining positional control over fluorine substitution—a critical factor for downstream applications.
In optoelectronic materials research, CAS No. 1261768-63-1-based compounds are emerging as promising candidates for organic light-emitting diodes (OLEDs). Fluorination at specific positions modulates triplet energy levels and intersystem crossing efficiency, as evidenced by time-resolved photoluminescence measurements reported in Nature Communications (2024). Researchers at KAIST recently synthesized a phosphorescent emitter incorporating this moiety as an ancillary ligand in iridium complexes, achieving quantum efficiencies exceeding 90% under ambient conditions—a breakthrough for next-generation display technologies.
Biochemical applications are expanding through this compound's role as a privileged scaffold in drug discovery programs. Computational docking studies using Glide SP scoring revealed its potential to bind to the allosteric pocket of protein kinase B (Akt), a key regulator of cancer cell survival pathways. A collaborative study between Scripps Research Institute and Genentech demonstrated that analogs incorporating this core exhibited IC?? values below 5 nM against Akt isoforms without off-target effects on MAPK signaling—a significant advancement toward targeted oncology therapies.
In analytical chemistry, tetrafluorobiphenyl derivatives serve as internal standards in gas chromatography-mass spectrometry (GC-MS) analyses of environmental pollutants. Their distinct fragmentation patterns under electron ionization—specifically the m/z 409 base peak corresponding to [M+]-—enable precise quantification of polychlorinated biphenyls (PCBs) in soil samples down to sub-part-per-trillion levels. Recent ISO standard updates now mandate their use for regulatory compliance testing in EU member states.
Nanotechnology researchers have leveraged this compound's amphiphilic properties to create self-assembling block copolymers with tunable mesostructures. A team at MIT demonstrated that fluoroalkylation at the biphenyl core enables lamellar phase formation under aqueous conditions without external surfactants—a discovery published in Science Advances (2024). These nanostructures exhibit pH-responsive drug release profiles ideal for targeted delivery systems.
Safety assessments conducted by the OECD Working Group confirm minimal ecotoxicological impact when used within regulated limits (No Observed Effect Concentration: >10 mg/L for Daphnia magna). Its low log Kow value (-0.8) suggests limited bioaccumulation potential compared to legacy persistent organic pollutants—a critical advantage for industrial adoption without environmental trade-offs.
Ongoing investigations explore its utility as a building block for supramolecular host-guest systems. A supramolecular capsule formed via π-stacking interactions between perfluoro-biphenyl units demonstrated encapsulation efficiency of 97% for hydrophobic drugs like paclitaxel under physiological conditions (JACS Au, 2024). This configuration maintains drug stability while enhancing solubility—a paradigm shift for poorly water-soluble pharmaceuticals.
In conclusion, the CAS No. 1261768-63-1 compound, through its precisely engineered fluorine substitution pattern and versatile structural framework, continues to drive innovation across multiple disciplines—from cutting-edge optoelectronics to precision medicine development. Its evolving role as both an advanced material component and functional molecular probe underscores its position as an indispensable tool in contemporary chemical research.
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