Tag: 100-200

Fluorination Triggers Fluoroalkylation: Nucleophilic Perfluoro-tert-butylation with 1,1-Dibromo-2,2-bis(trifluoromethyl)ethylene (DBBF) and CsF was written by Wang, Qian;Tao, Quan;Dong, Hui;Ni, Chuanfa;Xie, Xiaoming;Hu, Jinbo. And the article was included in Angewandte Chemie, International Edition in 2021.Electric Literature of C5F5N The following contents are mentioned in the article:

Perfluoro-tert-butylation reaction has long remained a challenging task. We now report the use of 1,1-dibromo-2,2-bis(trifluoromethyl)ethylene (DBBF, I) as a practical reagent for perfluoro-tert-butylation reactions for the first time. Through a consecutive triple-fluorination process with DBBF and CsF, the (CF₃)₃C^– species can be liberated and observed, which is able to serve as a robust nucleophilic perfluoro-tert-butylating agent for various electrophiles. The power of this synthetic protocol is evidenced by the efficient synthesis of structurally diverse perfluoro-tert-butylated mols. Multiple applications demonstrate the practicability of this method, as well as the superiority of perfluoro-tert-butylated compounds as sensitive probes. The perfluoro-tert-butylated product was successfully applied in ¹H- and ¹⁹F-magnetic resonance imaging (MRI) experiment with an ultra-low field (ULF) MRI system. 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. Pyridine has a conjugated system of six 蟺 electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H眉ckel criteria for aromatic systems. 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.Electric Literature of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Protic Ionic Liquids Can Be Both Free Proton Conductors and Benign Superacids was written by Ansari, Younes;Ueno, Kazuhide;Angell, C. Austen. And the article was included in Journal of Physical Chemistry B in 2021.Name: 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Superacids have been the source of much spectacular chem. but very little interesting physics despite the fact that the states of cations formed by transfer of the superacid proton to mol. bases can approach that of the cations in free space. Indeed, some of the very strongest acids, such as HPF₆ and HAlCl₄, have no independent existence due to lack of screening of the bare proton self-energy: their acidities can only be assessed by study of the conjugate bases. Here we show that, by allowing the protons of transient HAlCl₄ and HAlBr₄ to relocate on pentafluoropyridine, PFP (a very weak base that is stable to superacids), we can create glass forming protic ionic liquids (PILs) that are themselves superacids but, being free of superacid vapors, are of benign character. At T_g, conductivities exceed “good” ionic liquid values by 9 decades, so must be superprotonic. Anomalous Walden plots confirm superprotonicity. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Name: 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.Name: 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Thiophilic ring opening reactions of 3,3-bis(trifluoromethyl)-5-alkoxy-1,2-dithiolanes under action of nucleophiles was written by Petrov, Viacheslav. And the article was included in Journal of Fluorine Chemistry in 2018.Computed Properties of C5F5N The following contents are mentioned in the article:

The reaction of 3,3-bis(trifluoromethyl)-5-alkoxy-1,2-dithiolanes (RO = OEt or OBu-n) proceeds through thiophilic attack of BuLi leading to the formation of ring-opened product BuSCH(OR)CH₂C(CF₃)₂SLi, which can be converted into the corresponding thiols or sulfides by the reaction with H⁺ or alkyl halide. Interaction of 3,3-bis(trifluoromethyl)-5-n-butoxy-1,2-dithiolane with CF₃Si(CH₃)₃ resulted in unusual reaction leading to the formation of CF₃SCH(OBu)CH₂C(CF₃)=CF₂. The treatment of CF₃SCH(OBu)CH₂C(CF₃)=CF₂ with CsF in the presence pentafluoropyridine led to equimolar mixture of 2-n-butoxy-1,1-bis(trifluoromethyl)cyclopropane and 4-(trifluoromethylthio)tetrafluoropyridine (as a result of interception of liberated in this process CF₃CF₃S^–anion by pentafluoropyridine). This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Computed Properties 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. 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. Computed Properties of C5F5N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Impact of fluorination and chlorination on the electronic structure, topology and in-plane ring normal modes of pyridines was written by Benassi, Enrico;Vaganova, Tamara;Malykhin, Evgenij;Fan, Haiyan. And the article was included in Physical Chemistry Chemical Physics in 2021.Safety of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Seven partially and fully fluorinated/chlorinated pyridines were investigated by means of FT-IR and Raman spectroscopy combined with quantum chem. calculations, mainly aiming to detect how the nature and position of F and Cl substituents affect the in-plane ring normal modes (RNMs) of pyridines in terms of vibrational wavenumbers, force constants, IR intensities and Raman activities. Taking pyridine as the reference, the RNMs and some derived RNMs through coupling with related C-X (X = F, Cl) stretching vibrations were identified on the basis of their composition in terms of internal coordinates. The impact of fluorination and chlorination on these RNMs was also discussed from the perspective of frontier MOs , maps of the mol. electrostatic potential (MEP) and the mol. topol. Natural bond orbital (NBO) anal. revealed the consequences of substitutions on the intramol. charge delocalization and consequently the ring bond strength. Moreover, the effects of anharmonicity of the potential on vibrational frequencies were presented and discussed. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Safety of 2,3,4,5,6-Perfluoropyridine).

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, 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. Safety of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Perfluoropyridine as a Scaffold for Semifluorinated Thiol-ene Networks with Readily Tunable Thermal Properties was written by Moore, Levi M. J.;Greeson, Kevin T.;Stewart, Kevin A.;Kure, Daniel A.;Corley, Cynthia A.;Jennings, Abby R.;Iacono, Scott T.;Ghiassi, Kamran B.. And the article was included in Macromolecular Chemistry and Physics in 2020.Safety of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Two new trifunctional alkene monomers based on the highly modular perfluoropyridine scaffold are synthesized with an aliphatic and an aromatic moiety, 4-penten-1-ol and eugenol, resp. The monomers are the basis for thiol-ene thermoset materials, formulated against a difunctional or trifunctional thiol. Systems based on these novel monomers have a wide range of thermal properties, with glass transition temperatures (T_gs) spanning from -42 to 21掳C. Mixed systems obey the Fox equation, and T_gs of the mixtures can be tuned to specific values in that range. Thermal degradation temperatures follow a similar trend, with decomposition temperatures ranging from 274 to 348掳C in nitrogen with varying compositions having tailorability therein. This new class of semifluorinated thermoset materials with tunable thermal properties has several potential applications within the aerospace industry, such as sealants and coatings, where stability and survivability at high temperatures in harsh environmental conditions are imperative. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Safety of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. 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.Safety of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

MOF-Stabilized Perfluorinated Palladium Cages Catalyze the Additive-Free Aerobic Oxidation of Aliphatic Alcohols to Acids was written by Greco, Rossella;Tiburcio-Fortes, Estefania;Fernandez, Antonio;Marini, Carlo;Vidal-Moya, Alejandro;Oliver-Meseguer, Judit;Armentano, Donatella;Pardo, Emilio;Ferrando-Soria, Jesus;Leyva-Perez, Antonio. And the article was included in Chemistry – A European Journal in 2022.Safety of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Extremely high electrophilic metal complexes, composed by a metal cation and very electron poor 蟽-donor ancillary ligands, are expected to be privileged catalysts for oxidation reactions in organic chem. However, their low lifetime prevents any use in catalysis. Here the authors show the synthesis of fluorinated pyridine-Pd²⁺ coordinate cages within the channels of an anionic tridimensional metal-organic framework (MOF), and their use as efficient metal catalysts for the aerobic oxidation of aliphatic alcs. to carboxylic acids without any additive. Mechanistic studies strongly support that the MOF-stabilized coordination cage with perfluorinated ligands unleashes the full electrophilic potential of Pd²⁺ to dehydrogenate primary alcs., without any base, and also to activate O₂ for the radical oxidation to the aldehyde intermediate. This study opens the door to design catalytic perfluorinated complexes for challenging organic transformations, where an extremely high electrophilic metal site is required. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Safety of 2,3,4,5,6-Perfluoropyridine).

2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 鈭?8.7 脳 10鈭? cm3路mol鈭?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ路mol鈭? in the liquid phase and 140.4 kJ路mol鈭? in the gas phase. 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. Safety of 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Identification of Reactive Intermediates Relevant to Dimethylgermylene Group Transfer Reactions of an Anthracene-Based Precursor was written by Geeson, Michael B.;Transue, Wesley J.;Cummins, Christopher C.. And the article was included in Organometallics in 2019.HPLC of Formula: 700-16-3 The following contents are mentioned in the article:

Dimethylgermylene ([Me₂Ge]) group transfer from the anthracene-based precursor dibenzo-7-dimethylgermanorbornadiene (Me₂GeA; A = C₁₄H₁₀, anthracene) was studied. Transfer of [Me₂Ge] from Me₂GeA to 2,3-dimethylbutadiene to give a dihydrogermole (2) was mediated by a Pt metallagermacycle (1), formed by oxidative addition of the Pt(0) species (Ph₃P)₂Pt(C₂H₄) into the strained Ge-C bond of Me₂GeA with concomitant loss of ethylene. Metallagermacycle 1 was characterized by multinuclear NMR spectroscopy, single-crystal x-ray diffraction, and elemental anal. The strained Ge-C bond of Me₂GeA was also found to undergo an addition reaction with pyridine, resulting in the [2.2.3]-bicyclic compound 3. Kinetics experiments on both the Pt- and pyridine-promoted systems implicate low-valent dimethylgermylene-containing species as reaction intermediates. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3HPLC of Formula: 700-16-3).

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). 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.HPLC of Formula: 700-16-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Base-promoted relay reaction of heterocyclic ketene aminals with o-difluorobenzene derivatives for the highly site-selective synthesis of functionalized indoles was written by Luo, Da-Yun;Hu, Xing-Mei;Huang, Rong;Cui, Shi-Sheng;Yan, Sheng-Jiao. And the article was included in Tetrahedron in 2021.Recommanded Product: 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

A novel method was developed for the construction of highly functionalized indole derivatives, including fluorinated indoles I (R = H, F, CN, NO₂; R¹ = H, F, NO₂, CN; R² = H, F, methoxycarbonyl; R³ = H, F CN; R⁴ = NO₂, benzoyl, (4-chlorophenyl)carbonyl, (thiophen-2-yl)carbonyl, etc.; Z = CH, N), via a site-selective, one-pot, two-step nucleophilic aromatic substitution reaction of o-difluorobenzene derivatives II with heterocyclic ketene aminals (HKAs) III promoted by two different bases (K₂CO₃ and Cs₂CO₃). A diverse library of indoles I was generated in good to excellent yields using a conventional base-mediated approach rather than metal catalysts. As a result, the highly functionalized indoles I were easily obtained in an environmentally friendly, rapid, and practical manner, and the products have potential biol. activity. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Recommanded Product: 2,3,4,5,6-Perfluoropyridine).

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 derivatives are also useful as small-molecule 伪-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Recommanded Product: 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Transition-Metal-Free, Site-Selective C-F Arylation of Polyfluoroarenes via Electrophotocatalysis was written by Chen, Ya-Jing;Deng, Wen-Hao;Guo, Jia-Dong;Ci, Rui-Nan;Zhou, Chao;Chen, Bin;Li, Xu-Bing;Guo, Xiao-Ning;Liao, Rong-Zhen;Tung, Chen-Ho;Wu, Li-Zhu. And the article was included in Journal of the American Chemical Society in 2022.Name: 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:

Herein, an unprecedented transition-metal-free strategy was reported for site-selective CAr-F arylation of polyfluoroarenes with simple (het)arenes. By merging N,N-bis(2,6-diisopropylphenyl)perylene-3,4,9,10-bis(dicarboximide)-catalyzed electrophotocatalytic reduction and anodic nitroxyl radical oxidation in an electrophotocatalytic cell, various polyfluoroaroms. (2F-6F and 8F), especially inactive partially fluorinated aromatics, undergo sacrificial-reagents-free C-F bond arylation with high regioselectivity, and the yields are comparable to those for reported transition-metal catalysis. This atom- and step-economic protocol features a paired electrocatalysis with organic mediators in both cathodic and anodic processes. The broad substrate scope and good functional-group compatibility highlight the merits of this operationally simple strategy. Moreover, the easy gram-scale synthesis and late-stage functionalization collectively advocate for the practical value, which would promote the vigorous development of fluorine chem. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Name: 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. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Name: 2,3,4,5,6-Perfluoropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Design, synthesis, and structure-activity relationship studies of new phenolic DNA gyrase inhibitors was written by Luebbers, Thomas;Angehrn, Peter;Gmuender, Hans;Herzig, Silvia. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Recommanded Product: (3-Aminopyridin-2-yl)methanol The following contents are mentioned in the article:

A variety of compounds are prepared as DNA gyrase inhibitors for use as antibacterial agents using N-aryl-2-hydroxybenzylamines related to cyclothialidine as lead compounds; benzoxazinoisoindolones such as I and II show antibacterial activities at 0.5-16 渭g/mL against some Gram-pos. bacterial strains. A variety of isoindolones such as III [R = MeO, BuS, 4-MeC₆H₄S, 2-pyrimidinylthio, 2-imidazolylthio, MeO₂CCH₂CH₂S, 2-furanyl, 5-Me-2-furanyl, 5-(mercaptomethyl)-2-furanyl, 5-(cyanomethyl)-2-thienyl, 3-Me-2-indolyl, H₂C:CHCH₂, MeCOCH₂, MeCOCHCl, OHCCH₂, HOCH₂CH₂] are prepared based on the initial lead compounds; only isoindolinones with small substituents at the 3-position possess antibacterial activity. Fused isoindolinones with small substituents on the isoindolinone and neighboring rings have inproved antibacterial activity over their nonfused analogs. This study involved multiple reactions and reactants, such as (3-Aminopyridin-2-yl)methanol (cas: 52378-63-9Recommanded Product: (3-Aminopyridin-2-yl)methanol).

(3-Aminopyridin-2-yl)methanol (cas: 52378-63-9) 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, 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: (3-Aminopyridin-2-yl)methanol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem