Category: 700-16-3

Influence of multifluorophenyloxy terminus on the mesomorphism of the alkoxy and alkyl cyanobiphenyl compounds in search of new ambient nematic liquid crystals and mixtures was written by Wang, Kunlun;Rahman, Mohammad S.;Szilvasi, Tibor;Gold, Jake I.;Bao, Nanqi;Yu, Huaizhe;Abbott, Nicholas L.;Mavrikakis, Manos;Twieg, Robert J.. And the article was included in Liquid Crystals in 2021.Synthetic Route of C5F5N The following contents are mentioned in the article:

A series of cyanobiphenyl (CB) and cyano-p-terphenyl (CT) derivatives containing a variety of highly fluorinated aryloxyl termini and different connecting bridges were efficiently synthesized via aromatic nucleophilic substitution (S_NAr) and their mesogenic properties described. Comparison with the non-fluorinated analogs indicates that the terminal multifluoroaryloxy group generally decreases the crystal to nematic phase transistion temperature and enhances the supercooling of these mesogens. Furthermore, several binary LC mixtures formed by the multifluoroaryloxy tail-terminated compounds were found exhibiting promising wide room temperature nematic phases ranges comparable to the com. quaternary mixture E7. Authors’ binding free energy (G_BE) calculations predict that the fluorinated aryloxy terminated mols. tend to assume homeotropic orientation on Al(ClO₄)₃ and Ni(ClO₄)₂ metal salt decorated surfaces, which is consistent with the observed anchoring behavior. As such, these materials are promising candidates for chemoresponsive sensor devices which display a rapid response to a variety of analytes. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Synthetic Route of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ路mol鈭? in pyridine vs. 150 kJ路mol鈭? in benzene). Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Synthetic Route of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sustainable and Bench-Stable Photoactive Aqueous Nanoaggregates of Cu(II) for ppm Level Cu(I) Catalysis in Water was written by Sharma, Sudripet;Parmar, Saurav;Ibrahim, Faisal;Clark, Adam H.;Nachtegaal, Maarten;Jasinski, Jacek B.;Gallou, Fabrice;Kozlowski, Pawel M.;Handa, Sachin. And the article was included in Advanced Functional Materials in 2022.Synthetic Route of C5F5N The following contents are mentioned in the article:

The nanomaterial containing amphiphile-stabilized mononuclear Cu(II) is developed. The material is characterized by various spectroscopic techniques, such as X-ray absorption spectrscopy (XAS), high-resolution transmission electron microscopy, NMR (NMR), UV-vis, and IR spectroscopies. Since the structural data for the amphiphile-bound Cu(II) center is not available, a theor. model based on DFT calculations is employed. The analyses based on NMR spectroscopic data, including the isotope labeling, support that the tertiary amide group of the amphiphile binds to the Cu surface. Likewise, the bond distances found by XAS spectroscopy agree with the theor. model. Time-dependent DFT studies predict that the low-lying excited state has a dominant ligand-to-metal charge transfer (LMCT) character. Cu(II) changes to Cu(I) assisted by the LMCT excitation upon visible light irradiation, generating robust catalytically active species. The catalytic activity for domino azidation-[3+2] cycloaddition reactions in water is investigated. The catalytic protocol is applicable on various substrates, and the catalytic material is stable under ambient conditions for up to three months. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Synthetic Route of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Synthetic Route of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Unusual temperature-sensitive protonation behaviour of 4-(dimethylamino)pyridine was written by Genaev, Alexander M.;Salnikov, George E.;Koltunov, Konstantin Yu.. And the article was included in Organic & Biomolecular Chemistry in 2021.Recommanded Product: 700-16-3 The following contents are mentioned in the article:

Stimuli-responsive and, in particular, temperature-responsive smart materials have recently gained much attention in a variety of applications. On the other hand, 4-(dimethylamino)pyridine (DMAP) and related structures are widely used as nucleophilic catalysts and also as specific parts of rationally designed mols., where reversible reactions of the pyridinic nitrogen with electrophiles are involved. In our study, we have found an unexpectedly significant impact of temperature on the protonation degree of DMAP derivatives, especially in the case of protonation of the 4-(dimethylamino)-1-(2,3,5,6-tetrafluoropyridin-4-yl)pyridinium cation, derived from the reaction of DMAP with pentafluoropyridine. Thus, when dissolved in the TfOH-SO2ClF-CD2Cl2 acid system at 30掳C, this cation underwent a slight (<7%) protonation on the dimethylamino group, while the temperature decrease to -70掳C resulted in its complete protonation. Notably, such a scale of this phenomenon has never been observed before for other weak nucleophiles, being many times lower at the same change of temperature The mechanistic aspects of these intriguing results are discussed. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Recommanded Product: 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the 蟽 bonds. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Recommanded Product: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Automated synthesis of prexasertib and derivatives enabled by continuous-flow solid-phase synthesis was written by Liu, Chenguang;Xie, Jiaxun;Wu, Wenbin;Wang, Mu;Chen, Weihao;Idres, Shabana Binte;Rong, Jiawei;Deng, Lih-Wen;Khan, Saif A.;Wu, Jie. And the article was included in Nature Chemistry in 2021.Related Products of 700-16-3 The following contents are mentioned in the article:

Recent advances in end-to-end continuous-flow synthesis are rapidly expanding the capabilities of automated customized syntheses of small-mol. pharmacophores, resulting in considerable industrial and societal impacts; however, many hurdles persist that limit the number of sequential steps that can be achieved in such systems, including solvent and reagent incompatibility between individual steps, cumulated byproduct formation, risk of clogging and mismatch of timescales between steps in a processing chain. To address these limitations, herein a strategy that merges solid-phase synthesis and continuous-flow operation, enabling push-button automated multistep syntheses of active pharmaceutical ingredients, is reported. The application of this methodol. is demonstrated with a six-step synthesis of prexasertib in 65% isolated yield after 32 h of continuous execution. As there are no interactions between individual synthetic steps in the sequence, the established chem. recipe file was directly adopted or slightly modified for the synthesis of twenty-three prexasertib derivatives, enabling both automated early and late-stage diversification. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Related Products of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Related Products of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Prenyl Praxis: A Method for Direct Photocatalytic Defluoroprenylation was written by Priya, Sonal;Weaver, Jimmie D.. And the article was included in Journal of the American Chemical Society in 2018.Recommanded Product: 700-16-3 The following contents are mentioned in the article:

The prenyl fragment is the quintessential constituent of terpenoid natural products, a diverse family which contains numerous members with diverse biol. properties. In contrast, fluorinated and multifluorinated arenes make up an important class of anthropogenic mols. which are highly relevant to material, agricultural, and pharmaceutical industries. While allylation chem. is well developed, effective prenylation strategies have been less forthcoming. Herein, we describe the photocatalytic defluoroprenylation, a powerful method that provides access to “hybrid mols.” that possess both the functionality of a prenyl group and fluorinated arenes. This approach involves direct prenyl group transfer under very mild conditions, displays excellent functional group tolerance, and includes relatively short reaction times (<4 h), which is the fastest photocatalytic C-F functionalization developed to date. Addnl., the strategy can be extended to include allyl and geranyl (10 carbon fragment) transfers. Another prominent finding is a reagent-dependent switch in regioselectivity of the major product from para to ortho C-F functionalization. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Recommanded Product: 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Recommanded Product: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

N-(2,3,5,6-Tetrafluoropyridyl)sulfoximines: synthesis, X-ray crystallography, and halogen bonding was written by Schumacher, Christian;Fergen, Hannah;Puttreddy, Rakesh;Truong, Khai-Nghi;Rinesch, Torsten;Rissanen, Kari;Bolm, Carsten. And the article was included in Organic Chemistry Frontiers in 2020.Application of 700-16-3 The following contents are mentioned in the article:

In the presence of KOH, NH-sulfoximines react with pentafluoropyridine to give N-(tetrafluoropyridyl)sulfoximines (NTFP-sulfoximines) I (R¹ = Me, Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.; R = Me, i-Pr, 2-Py, 2-thiophenyl, etc.; ) in moderate to excellent yields. Either a solution-based or a superior solvent-free mechanochem. protocol can be followed. X-Ray diffraction analyses of 26 products provided insight into the bond parameters and conformational rigidity of the mol. scaffold. In solid-state structures, sulfoximines with halo substituents on the S-bound arene are intermolecularly linked by C-X路路路O=S (X = Cl, Br) halogen bonds. Hirshfeld surface anal. is used to assess the type of non-covalent contacts present in mols. For mixtures of three different S-pyridyl-substituted NTFP-sulfoximines and N-iodosuccinimide (NIS) in CDCl₃, association constants were determined by ¹H NMR spectroscopy. The data revealed a dependence of the halogen bond strength on the position of the pyridyl nitrogen indicating the presence of N-I路路路N(S-pyridyl) interactions. Neither the S=O oxygen nor the tetrafluoropyridyl-substituted nitrogen of the sulfoximine appeared to be involved in halogen bonding. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Application of 700-16-3).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Application of 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New findings from old data: A semi-experimental value for the eQq of the nitrogen atom was written by Pinacho, Pablo;Obenchain, Daniel A.;Schnell, Melanie. And the article was included in Journal of Chemical Physics in 2020.Electric Literature of C5F5N The following contents are mentioned in the article:

Nuclear quadrupole coupling arises from the interaction of the nuclear quadrupole moment with the elec. field gradient. Thus, it is associated with electron occupancy and the electronic structure of mols. We demonstrate a simple method for planar mols. based on a direct correlation between the out-of-plane quadrupole coupling constant and the electron occupancy in the p orbital perpendicular to the mol. plane. This method is applied to 98 mol. systems containing a 14N quadrupolar nucleus using data from more than 40 years of rotational spectroscopy and comparing the performance of three levels of theory from quantum-chem. computations. From this extensive dataset, we have analyzed chem. properties of mols., such as the hybridization of the atom, and we could quantify the extent of polarization and resonance processes as well as phys. characteristics of the quadrupolar nucleus, such as eQq. This is a constant, which represents the interaction in the hypothetical case of having a single electron in an electronic orbital at the isolated nucleus, and its value has been under debate for a long time. Here, the eQq value has been determined for the 14N nucleus, and the methodol. to calculate it for other nuclei is provided. (c) 2020 American Institute of Physics. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Electric Literature of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the 蟽 bonds. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Electric Literature of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Exploiting the Site Selectivity of Perfluoropyridine for Facile Access to Densified Polyarylene Networks for Carbon-Rich Materials was written by Houck, Matthew B.;Brown, Loren C.;Lambeth, Robert H.;Iacono, Scott T.. And the article was included in ACS Macro Letters in 2020.Electric Literature of C5F5N The following contents are mentioned in the article:

Fluorinated mols. containing reactive functionalities are of great interest to the materials community as these compounds can be used to prepare fluorinated polymers with desirable phys. and electronic properties. Despite their potential, many of these compounds are limited by their synthesis which generally requires transition-metal catalyzed coupling reactions or harsh fluorinating conditions. Perfluoroheteroarom. compounds provide a unique solution to this problem as compounds such as perfluoro-pyridine can undergo S_NAr reactions with a wide range of simple nucleophiles in a controlled and regioselective manner. Herein we report the transition metal-free synthesis of a pool of highly soluble high aromatic content (HAC) perfluoro-pyridine based thermosetting precursors and compounds of interest which can be easily obtained from readily available chem. precursors using simple nucleophilic chemistries. These thermally active monomers cure readily, in 350 to 400掳C temperature ranges, into highly densified polyarylene networks and demonstrate decomposition temperatures well above 400掳C and high char yields at 900掳C making these promising materials for high temperature applications as well as templates for carbon-based nanomaterials. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Electric Literature of C5F5N).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the 蟽 bonds. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Electric Literature of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

蟺-Hole路路路d_z²[Pt^II] Interactions with Electron-Deficient Arenes Enhance the Phosphorescence of Pt^II-Based Luminophores was written by Rozhkov, Anton V.;Ananyev, Ivan V.;Gomila, Rosa M.;Frontera, Antonio;Kukushkin, Vadim Yu.. And the article was included in Inorganic Chemistry in 2020.Application In Synthesis of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Two phosphorescent Pt^II-based cyclometalated complexes were co-crystallized with perfluorinated arenes to give 1:1 co-crystals. The X-ray study revealed that each of the complexes is embraced by arenes^F to give infinite reverse sandwich structures. In four out of six structures, a d_z² orbital of Pt^II is directed to the arenes^F ring via 蟺-hole路路路d_z²[Pt^II] interactions, whereas in the other two structures, the filled d_z² orbital is directed toward the arene C atoms. Computed mol. electrostatic potential surfaces of the arenes^F and the complexes, noncovalent interaction indexes for the co-crystals, and natural bond orbital calculations indicate that 蟺-hole路路路d_z²[Pt^II] contacts (and, generally, the stacking) are of electrostatic origin. The solid-state photophys. study revealed up to 3.5-fold luminescence quantum yield and 15-fold lifetime enhancements in the co-crystals. This increase is associated with the strength of the 蟺-hole路路路d_z²[Pt^II] contact that is dependent on the 蟺-acidity of the arene^F and its spatial characteristics. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Application In Synthesis of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 蟺-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the 蟽 bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C鈥揌 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Application In Synthesis of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Predicting solvent effects in ionic liquids: Extension of a nucleophilic aromatic substitution reaction on a benzene to a pyridine was written by Hawker, Rebecca R.;Haines, Ronald S.;Harper, Jason B.. And the article was included in Journal of Physical Organic Chemistry in 2018.Quality Control of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

A nucleophilic aromatic substitution reaction involving a halopyridine electrophile was examined in a series of ionic liquid solvents. This reaction was chosen to test the known solvent effects of ionic liquids on this type of reaction mechanism, previously described with a halobenzene electrophile. The effect of varying the proportion of the ionic liquid in solution was determined, and it was shown that the more ionic liquid present in the reaction mixture, the greater the rate constant enhancement. Temperature-dependent kinetic analyses yielded activation parameters that showed that the rate constant enhancements are controlled by a balance between enthalpic and entropic effects, depending upon the proportion of ionic liquid present. Overall, the rate enhancement is entropically driven, due to organization of the ionic liquid about the electrophile. These results are consistent with what has been observed previously for the nucleophilic aromatic substitution reaction involving a halobenzene electrophile, demonstrating that the solvent effects observed for ionic liquids are general for this type of reaction mechanism and opening the possibility for extending their use through rational selection for reaction control. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Quality Control of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Quality Control of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem