Tag: 200-300

Mechanism of the Aryl-F Bond-Forming Step from Bi(V) Fluorides was written by Planas, Oriol;Peciukenas, Vytautas;Leutzsch, Markus;Noethling, Nils;Pantazis, Dimitrios A.;Cornella, Josep. And the article was included in Journal of the American Chemical Society in 2022.Application of 365564-07-4 This article mentions the following:

The authors describe a combined exptl. and theor. mechanistic study of the C(sp²)-F bond formation from neutral and cationic high-valent organobismuth(V) fluorides, featuring a dianionic bis-aryl sulfoximine ligand. An exhaustive assessment of the substitution pattern in the ligand, the sulfoximine, and the reactive aryl on neutral triarylbismuth(V) difluorides revealed that formation of dimeric structures in solution promotes facile Ar-F bond formation. Noteworthy, theor. modeling of reductive elimination from neutral Bi(V) difluorides agrees with the exptl. determined kinetic and thermodn. parameters. Also, the addition of external fluoride sources leads to inactive octahedral anionic Bi(V) trifluoride salts, which decelerate reductive elimination. However, a parallel anal. for cationic bismuthonium fluorides revealed the crucial role of tetrafluoroborate anion as fluoride source. Both exptl. and theor. analyses conclude that C-F bond formation occurs through a low-energy five-membered transition-state pathway, where the F anion is delivered to a C(sp²) center, from a BF₄ anion, reminiscent of the Balz-Schiemann reaction. The knowledge gathered throughout the study permitted a rational assessment of the key parameters of several ligands, identifying the simple sulfone-based ligand family as an improved system for the stoichiometric and catalytic fluorination of arylboronic acid derivatives In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Application of 365564-07-4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Application of 365564-07-4

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Antipyretic activity of cinnamyl derivatives and related compounds in influenza virus-infected mice was written by Kurokawa, Masahiko;Kumeda, Cristina A.;Yamamura, Jun-ichi;Kamiyama, Tomoko;Shiraki, Kimiyasu. And the article was included in European Journal of Pharmacology in 1998.COA of Formula: C11H12O4 This article mentions the following:

Kakkon-to is composed of seven medicinal herbs and exhibited novel antipyretic activity by suppressing interleukin-1α production responsive to interferon in a murine intranasal influenza virus infection model. Using this model, antipyretic compounds with such novel biol. activities were characterized from the herbs. The organic solvent-extractable fractions of Cinnamomum cassia among the herbs showed antipyretic activity. The authors selected six antipyretic compounds from 48 cinnamyl derivatives and related compounds that may be mainly involved in the fractions. Their antipyretic activity was significantly correlated with interleukin-1α regulatory activity. Four of them suppressed interleukin-1α production to a basal level and showed different mode of antipyretic action from that of aspirin in interleukin-1α-injected mice. Structure-bioactivity relation of the four suggested that an ester bond played an important role for both antipyretic and interleukin-1α regulatory activities. These compounds may be useful in analyzing interleukin-1α-producing cells in fever production and the mechanism of defervescence by suppressing interferon-induced interleukin-1α production In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8COA of Formula: C11H12O4).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.COA of Formula: C11H12O4

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Organometallic Elaboration as a Strategy for Tuning the Supramolecular Characteristics of Aza-Crown Ethers was written by Smith, Jacob B.;Camp, Andrew M.;Farquhar, Alexandra H.;Kerr, Stewart H.;Chen, Chun-Hsing;Miller, Alexander J. M.. And the article was included in Organometallics in 2019.COA of Formula: C10H21NO4 This article mentions the following:

Cyclometalated square-planar and octahedral transition metal complexes I (L¹-L³ void, Cl, H, CO) with pincer NCP-ligands functionalized by azacrown ether moiety were prepared and examined for binding affinity towards alkali metal ions. Outfitting an aza-crown ether with an organotransition metal pendant provides a mechanism for tuning its supramol. properties. The binding affinity can be tuned by more than 2 orders of magnitude by changing the identity of the transition metal center, altering the overall charge of the complex, or engaging in organometallic ligand substitution reactions. High Li⁺ selectivity (up to 29-fold higher affinity than Na⁺), proton-responsive behavior, and ion pair (ditopic) binding capabilities are observed in the metalla-crown ethers. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3COA of Formula: C10H21NO4).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.COA of Formula: C10H21NO4

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Remarkable Mg²⁺-selective emission of an azacrown receptor based on Ir(III) complex was written by Brandel, Jeremy;Sairenji, Masaki;Ichikawa, Kyoko;Nabeshima, Tatsuya. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2010.Application of 66943-05-3 This article mentions the following:

A new aza-15-crown-5 ether-appended iridium complex was synthesized and showed promising on-off selective emission-triggering by inhibition of photoinduced electron transfer (PET) upon binding of Mg²⁺. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Application of 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers feature bent C–O–C linkages. In dimethyl ether, the bond angle is 111° and C–O distances are 141 pm. The barrier to rotation about the C–O bonds is low. The bonding of oxygen in ethers, alcohols, and water is similar. In the language of valence bond theory, the hybridization at oxygen is sp3.Application of 66943-05-3

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

1H-pyrazolo[3,4-b]quinoline derivative with the chelating substituent and synthesis and spectral properties as a fluorescent sensor for cation detection was written by Danel, Andrzej;Kolbus, Anna;Grabka, Danuta;Kucharek, Mateusz;Pokladko-Kowar, Monika. And the article was included in Dyes and Pigments in 2021.Electric Literature of C10H21NO4 This article mentions the following:

A new fluorescent 1H-pyrazolo[3,4-b]quinoline derivative (PQ4K, I) with a crown moiety was synthesized and investigated as a potential sensor for certain cations. UV-visible spectroscopy was used to investigate the spectral properties of PQ4K. The compound absorbed blue light and emitted a low intensity blue-green light. After dissolving PQ4K in methanol and acetonitrile, the fluorescence response for the presence of selected di- and trivalent ions like Zn²⁺, Co²⁺, Ni²⁺, Ca²⁺, Pb²⁺, Al³⁺, Cr³⁺, Cd²⁺, Cu²⁺, Hg²⁺ was checked. The PQ4K solutions strongly responded to some metal ions increasing the fluorescence intensity and the red shift of the fluorescence spectrum. The highest yields was observed for the Pb²⁺ ions in the PQ4K-methanol solution and for the Ca²⁺, Cd²⁺, Pb²⁺ ions in the PQ4K-acetonitrile solution No increase in the fluorescence intensity for Hg²⁺ ions was observed Much higher quantum yields were observed for solutions with acetonitrile than with methanol. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Electric Literature of C10H21NO4).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Electric Literature of C10H21NO4

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Discrete, Base-Free, Cationic Alkaline-Earth Complexes – Access and Catalytic Activity in the Polymerization of Lactide was written by Sarazin, Yann;Poirier, Valentin;Roisnel, Thierry;Carpentier, Jean-Francois. And the article was included in European Journal of Inorganic Chemistry in 2010.Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Well-defined, base free cations of zinc and the alk.-earth metals (Mg, Ca, Sr, Ba) supported by a multi-dentate phenolate ligand and stabilized by perfluorinated weakly coordinating counterions are readily available by simple procedures; the solid-state structures of the magnesium and calcium derivatives were elucidated. Upon treatment with an excess of iPrOH, these complexes generate highly efficient binary catalytic systems for the immortal ring-opening polymerization of L-lactide, yielding poly(L-lactide)s with controlled architectures and mol. features. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthesis and reactivity of (aryloxy)cumyl chlorides was written by Litvinenko, L. M.;Benndorf, Werner;Popova, R. S.;Popov, A. F.;Tormosin, I. I.. And the article was included in Zhurnal Organicheskoi Khimii in 1983.Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

Ullmann condensation of RC₆H₄OH (R = 3-Cl, 3-F, 4-Cl, 4-F, H, 4-Me, 4-MeO) with 4-BrC₆H₄COMe at 200° gave the corresponding RC₆H₄OC₆H₄COMe-4, Grignard methylation of which gave 56.1-92.9% RC₆H₄OC₆H₄CMe₂OH-4 (I). Saturating the unstable I in CH₂Cl₂ with dry HCl gave the title chlorides, the solvolysis rates of which in 90% aqueous Me₂CO increased in the stated order of R and correlated with the σ⁰ and σ_R⁺ constants of R (ρ⁰ = -1.22). In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Crown Ether Derivatised Pyromellitic Diimides was written by Sandanayake, Saman;Langford, Steven J.. And the article was included in Australian Journal of Chemistry in 2014.SDS of cas: 66943-05-3 This article mentions the following:

Pyromellitic diimide functionalized on the aromatic core with azacrown ethers were synthesized and characterized by anal. methods including x-ray crystallog. Changes in their UV-visible spectra by the addition of metal salts were studied. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3SDS of cas: 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.SDS of cas: 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Design, synthesis and structure-bactericidal activity relationships of novel 9-oxime ketolides and reductive epimers of acylides was written by Tian, Jing-Chao;Han, Xu;Lv, Wei;Li, Ya-Xin;Wang, Hui;Fan, Bing-Zhi;Cushman, Mark;Liang, Jian-Hua. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Category: ethers-buliding-blocks This article mentions the following:

Erythromycin was long viewed as a bacteriostatic agent. The erythromycin derivatives, 9-oxime ketolides have a species-specific bactericidal profile. Among them, the 3′-allyl version of the 9-oxime ketolide is bactericidal against Streptococcus pneumoniae and Streptococcus pyogenes. In contrast, the 2-fluoro analogs show bactericidal activities against S. pneumoniae, Staphylococcus aureus and Moraxella catarrhalis, while the 2-fluoro analogs are only bactericidal against S. pneumoniae and Haemophilus influenzae. Reduction of the ketolides led to novel epi-acylides, the 3-O-epimers of the acylides. Alteration of linker length, 2-fluorination and incorporation of addnl. spacers at the 9-oxime or 6-OH did not restore the epi-acylides back to be as active as the acylide. Mol. docking suggested that epimerization at the 3-position reshapes the orientation of the 3-O-side chain and leads to considerably weaker binding with bacterial ribosomes. In the experiment, the researchers used many compounds, for example, 1,1-Diisopropoxycyclohexane (cas: 1132-95-2Category: ethers-buliding-blocks).

1,1-Diisopropoxycyclohexane (cas: 1132-95-2) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Category: ethers-buliding-blocks

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Transition-Metal-Free ipso-Trifluoromethylthiolation of Lithium Aryl Boronates was written by Shen, Feng;Zheng, Hanliang;Xue, Xiao-Song;Lu, Long;Shen, Qilong. And the article was included in Organic Letters in 2019.SDS of cas: 365564-07-4 This article mentions the following:

A transition-metal-free direct trifluoromethylthiolation of the ipso-carbon of lithium aryl boronates with trifluoromethanesulfenate under mild conditions was described. In addition, late-stage site-selective C-H borylation/trifluoromethylation and C-Cl borylation/trifluoromethylthiolation of biol. active mols. was developed. Initial mechanistic study suggested that the Li⁺ cation plays a vital role by coordinating to the oxygen atom of an aryl boronate complex and the oxygen of the reagent, thus allowing the aryl group to directly attack the trifluoromethylthio group of the trifluoromethylthiolating reagent. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4SDS of cas: 365564-07-4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) belongs to ethers. The oxygen atom in ethers are more electronegative than carbon, thus the hydrogens which are alpha to the ethers are more acidic than the simple hydrocarbons. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.SDS of cas: 365564-07-4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem