Category: ethers-buliding-blocks

NNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C-H borylation was written by Ding, Siyi;Wang, Linghua;Miao, Zongcheng;Li, Pengfei. And the article was included in Molecules in 2019.Computed Properties of C14H21BO4 This article mentions the following:

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. NNB-type boryl anions were designed as tridentate ligands to promote aryl C-H borylation. In combination with [IrCl(COD)]₂, they generate a highly active catalyst for a broad range of (hetero)arene substrates, including highly electron-rich and/or sterically hindered ones. This work provides a new NNB-type tridentate boryl ligand to support homogeneous organometallic catalysis. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Computed Properties of C14H21BO4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) 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. 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.Computed Properties of C14H21BO4

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

Structure-activity relationship for CO₂ absorbent was written by Li, Hongwei;Tang, Zhigang;He, Zhimin;Gui, Xia;Cui, Longpeng;Mao, Xian-zhong. And the article was included in Energy (Oxford, United Kingdom) in 2020.Category: ethers-buliding-blocks This article mentions the following:

In order to show the structure-activity relationship for CO₂ absorbent, and identify or screen novel and efficient phys. solvents of CO₂, the constant-volume method, the Peng-Robinson equation of state, and a mol. simulation were used to investigate the impacts of type of functional groups, carbon chain length and number of functional groups for nine phys. solvents. The three methods produced highly consistent results. Comparison of the CO₂ solubility in solvents with the same carbon numbers but different functional groups suggested that the ester group could promote CO₂ absorption. Investigation of the CO₂ solubility in solvents with one ester group but different carbon chain lengths revealed that longer carbon chains could enhance CO₂ absorption. Analyses of the CO₂ solubility of solvents with one and two ester groups demonstrated that more ester groups could further increase the CO₂ absorption. Therefore, the presence and number of ester groups and increased carbon chain length could promote CO₂ absorption. It provides direction and method for screening of highly efficient CO₂ absorbents and for the design and synthesis of new solvents. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Category: ethers-buliding-blocks).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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. 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.Category: ethers-buliding-blocks

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

Cobalt(II) chloride hexahydrate-diisopropylamine catalyzed mild and chemoselective reduction of carboxylic esters with sodium borohydride was written by Jagdale, Arun R.;Paraskar, Abhimanyu S.;Sudalai, Arumugam. And the article was included in Synthesis in 2009.Product Details of 3929-47-3 This article mentions the following:

The Co-catalyzed reduction of unsaturated α-cyano carboxylates using NaBH₄ leads to the corresponding saturated cyano alcs. in high yields. In particular, the new catalytic system CoCl₂-(Me₂CH)₂NH in combination with NaBH₄ showed excellent activity in the chemoselective reduction of a variety of carboxylates to the corresponding alcs. in good to excellent yields under mild conditions. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Product Details of 3929-47-3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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. 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.Product Details of 3929-47-3

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Ether | (C2H5)2O – PubChem

Phase Transition Behavior of MgMn₂O₄ Spinel Oxide Cathode during Magnesium Ion Insertion was written by Tuerxun, Feilure;Otani, Saeko;Yamamoto, Kentaro;Matsunaga, Toshiyuki;Imai, Hiroaki;Mandai, Toshihiko;Watanabe, Toshiki;Uchiyama, Tomoki;Kanamura, Kiyoshi;Uchimoto, Yoshiharu. And the article was included in Chemistry of Materials in 2021.Safety of 2,5,8,11-Tetraoxadodecane This article mentions the following:

The 3d transition metal oxides with a spinel structure are among the most promising cathode materials for magnesium batteries. In this study, we investigated the reaction mechanism of magnesium ion insertion for magnesium spinel oxides, MgMn₂O₄, by electrochem. measurements, X-ray absorption spectroscopy (XAS), and synchrotron X-ray diffraction (XRD) with Rietveld anal. Open-circuit-potential and XAS measurements showed that Mg²⁺ insertion into MgMn₂O₄ does not proceed via a simple two-phase coexistence reaction between the spinel and rock-salt phases. Synchrotron XRD measurements showed that Mg²⁺ insertion into MgMn₂O₄ involves crystal structural changes in three stages. In the early stage of the Mg²⁺ insertion process (0 < x < 0.2), Mg²⁺ is inserted into the spinel (MgMn₂O₄) phase and rock-salt (Mg_1.2Mn₂O₄) phases, which are included in the pristine samples, without significant volume changes. In the middle stage of the Mg²⁺ insertion process (0.2 < x < 0.4), Mg²⁺ is inserted into the Mg_1+αMn₂O₄ spinel phase and the Mg_2-βMn₂O₄ rock-salt phases with a large volume change. In the last stage of Mg²⁺ insertion process (0.4 < x < 0.56), Mg²⁺ insertion proceeds via a two-phase coexistence reaction between Mg_1.4Mn₂O₄ spinel and Mg_1.6Mn₂O₄ rock-salt phases without Mg content changes in either phase. The phase transition from the Mg_1+αMn₂O₄ spinel phase to the Mg_2-βMn₂O₄ rock-salt phase with a large volume change resulted in significant polarization during the Mg²⁺ insertion process. Suppressing the phase transition, accompanied by a large volume change, is important in designing a spinel oxide cathode with a high rate performance. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Safety of 2,5,8,11-Tetraoxadodecane).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) 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. 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.Safety of 2,5,8,11-Tetraoxadodecane

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

Caged Ceramide 1-Phosphate Analogs: Synthesis and Properties was written by Lankalapalli, Ravi S.;Ouro, Alberto;Arana, Lide;Gomez-Munoz, Antonio;Bittman, Robert. And the article was included in Journal of Organic Chemistry in 2009.Electric Literature of C8H9NO3 This article mentions the following:

Sphingolipid phosphate analogs bearing 7-(diethylamino)coumarin I (R = R¹) and 4-bromo-5-hydroxy-2-nitrobenzhydryl I (R = R²) were synthesized. The ability of the “caged” ceramide 1-phosphate analogs to release the bioactive parent mol. upon irradiation at 400-500 nm was demonstrated by stimulation of macrophage cell proliferation. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Electric Literature of C8H9NO3).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.Electric Literature of C8H9NO3

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

Characteristics of Gases Emitted from Chicken Manure Wastewater and Potential Effects on Human Health was written by Fakkaew, Krailak;Kongkratoke, Sitang;Tantrakarnapa, Kraichat;Polprasert, Chongrak;Sudsandee, Suntorn. And the article was included in Environmental Science and Pollution Research in 2022.COA of Formula: C5H12O3 This article mentions the following:

Hazardous and odorous gas emissions from chicken manure wastewater are a public preoccupation. Odor composition measurements are crucial steps to provide appropriate air pollution control measures and design strategies to minimize the human health impact. In this study, chicken manure wastewater samples were extensively analyzed in a closed system by a portable handheld gas detector to characterize the odor and chem. compositions A portable detector was calibrated prior to sampling. The total number of 153 chem. compounds found in the chicken manure wastewater samples had various olfactory characteristics, including strong, pleasant, and odorless smells. Depending on the route of exposure, most of these chem. compounds could cause human health effects, such as irritation, burns, and severe symptoms including carcinogenic. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3COA of Formula: C5H12O3).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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.COA of Formula: C5H12O3

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

Non-nucleoside inhibitors of BasE, an adenylating enzyme in the siderophore biosynthetic pathway of the opportunistic pathogen Acinetobacter baumannii was written by Neres, Joao;Engelhart, Curtis A.;Drake, Eric J.;Wilson, Daniel J.;Fu, Peng;Boshoff, Helena I.;Barry, Clifton E.;Gulick, Andrew M.;Aldrich, Courtney C.. And the article was included in Journal of Medicinal Chemistry in 2013.Recommanded Product: 156635-90-4 This article mentions the following:

Siderophores are small-mol. iron chelators produced by bacteria and other microorganisms for survival under iron limiting conditions such as found in a mammalian host. Siderophore biosynthesis is essential for the virulence of many important Gram-neg. pathogens including Acinetobacter baumannii, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Escherichia coli. We performed high-throughput screening against BasE, which is involved in siderophore biosynthesis in A. baumannii, and identified 6-phenyl-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid 15. Herein we report the synthesis, biochem., and microbiol. evaluation of a systematic series of analogs of the HTS hit 15. Analog 67 is the most potent analog with a K_D of 2 nM against BasE. Structural characterization of the inhibitors with BasE reveals that they bind in a unique orientation in the active site, occupying all three substrate binding sites, and thus can be considered as multisubstrate inhibitors. These results provide a foundation for future studies aimed at increasing both enzyme potency and antibacterial activity. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Recommanded Product: 156635-90-4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) 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. 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.Recommanded Product: 156635-90-4

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

Synthesis and characterization of molecularly imprinted polymer nanoparticles for coenzyme Q10 dispersive micro solid phase extraction was written by Contin, Mario;Bonelli, Pablo;Lucangioli, Silvia;Cuckierman, Ana;Tripodi, Valeria. And the article was included in Journal of Chromatography A in 2016.Category: ethers-buliding-blocks This article mentions the following:

Molecularly imprinted polymer nanoparticles (MIPNPs) with the ability to recognize coenzyme Q10 (CoQ10) were synthesized to be employed as sorbent in a dispersive micro-solid phase extraction (DMSPE) for the determination of CoQ10 in a liver extract CoQ10 is a redox-active, lipophilic substance integrated in the mitochondrial respiratory chain which acts as an electron carrier, shuttling electrons from complex I (NADH-ubiquinone oxidoreductase) and II (succinate-ubiquinone oxidoreductase) to complex III (ubiquinol-cytochrome c reductase), for the production of cellular energy. The MIPNPs were synthesized by precipitation polymerization using coenzyme Q0 as the dummy template, methacrylic acid as the functional monomer, an acetonitrile:water mixture as the porogen, ethylene glycol dimethacrylate as the crosslinker and potassium persulfate as initiator. The nanoparticles were characterized by microscopy, capillary electrophoresis, dynamic light scattering, N₂ adsorption-desorption isotherms, and IR spectroscopy. The MIPNPs demonstrated the presence of selective cavities complementary to the quinone nucleus of CoQ10, leading to a specific recognition of CoQ10 compared with related compounds In the liver extract the relative CoQ10 peak area (CoQ10 area/total peak area) increased from 4.6% to 25.4% after the DMSPE procedure. The recovery percentage of CoQ10 from the liver matrix was 70.5-83.7% quantified against CoQ10 standard processed under the same conditions. The DMSPE procedure allows the elution of almost all the CoQ10 retained (99.4%) in a small volume (200 μL), allowing the sample to be concentrated 2.5 times (LOD: 1.1 μg g^-1 and LOQ: 3.7 μg g^-1 of tissue). The resulted clean up of the sample, the improvement in peak shape and baseline and the reduction of interferences, evidence that the MIPNPs could potentially be applied as sorbent in a DMSPE with satisfactory results and with a min. amount of sorbent (1 mg). In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Category: ethers-buliding-blocks).

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) 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. 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.Category: ethers-buliding-blocks

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

Practical Singly and Doubly Electrophilic Aminating Agents: A New, More Sustainable Platform for Carbon-Nitrogen Bond Formation was written by Kattamuri, Padmanabha V.;Yin, Jun;Siriwongsup, Surached;Kwon, Doo-Hyun;Ess, Daniel H.;Li, Qun;Li, Guigen;Yousufuddin, Muhammed;Richardson, Paul F.;Sutton, Scott C.;Kurti, Laszlo. And the article was included in Journal of the American Chemical Society in 2017.Application In Synthesis of 4-Bromo-2,6-difluoroanisole This article mentions the following:

Given the importance of amines in a large number of biol. active natural products, active pharmaceutical ingredients, agrochems., and functional materials, the development of efficient C-N bond-forming methods with wide substrate scope continues to be at the frontier of research in synthetic organic chem. Here, authors present a general and fundamentally new synthetic approach for the direct, transition-metal-free preparation of sym. and unsym. diaryl-, arylalkyl-, and dialkylamines that relies on the facile single or double addition of readily available C-nucleophiles to the nitrogen atom of bench-stable electrophilic aminating agents. Practical single and double polarity reversal (i.e., umpolung) of the nitrogen atom is achieved using sterically and electronically tunable ketomalonate-derived imines and oximes. Overall, this novel approach represents an operationally simple, scalable, and environmentally friendly alternative to transition-metal-catalyzed C-N cross-coupling methods that are currently used to access structurally diverse secondary amines. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Application In Synthesis of 4-Bromo-2,6-difluoroanisole).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) 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. 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).Application In Synthesis of 4-Bromo-2,6-difluoroanisole

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Ether – Wikipedia,
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Behavior of lignin models on nitration was written by Chuksanova, A. A.;Sergeeva, L. L.;Shorygina, N. N.. And the article was included in Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya in 1959.Product Details of 3929-47-3 This article mentions the following:

Nitration of simple analogs of lignin was studied. If the phenolic group was protected, the reaction occurred in the 6-position, while condensation of the alc. took place as well. If the model compound had an open phenolic group in p-position relative to the side-chain, the latter was apt to be cleaved. The results indicated the multiplicity of possible reactions in the course of nitration of lignin. Reduction of Et 3-(4-hydroxy-3-methoxyphenyl)propionate with LiAlH₄ gave 1-(4-hydroxy-3-methoxyphenyl)-3-propanol, m. 65°. This treated with fuming HNO₃ in CCl₄ at 5° 0.5 hr. gave a brown amorphous lignin-like product, containing 5.3% N. Reduction of Et 3-(3,4-dimethoxyphenyl)propionate with LiAlH₄ gave 3-(3,4-dimethoxyphenyl)propanol, b₁ 171°, nitrated as above to about 50% 3-(6-nitro-3,4-dimethoxyphenyl)-1-propanol, m. 92-3°. Condensation of vanillin with EtNO₂ and reduction of the product gave 1-(4-hydroxy-3-methoxyphenyl)-2-propanone, b₄ 155°, which with LiAlH₄ gave the corresponding 2-propanol, m. 52°, which nitrated to a bright orange C₁₀H₁₃O₅N, m. 95-6°. Condensation of veratraldehyde with EtNO₂ and reduction of the product gave 1-(3,4-dimethoxyphenyl)-2-propanone (I), b₁ 148°, which with LiAlH₄ gave the corresponding 2-propanol, m. 44°, nitrated to 3-(6-nitro-3,4-dimethoxyphenyl)-2-propanol, m. 99-100°; with larger amounts of HNO₃ the product was 1-(6-nitro-3,4-dimethoxyphenyl)-2-propanone, m. 125.5°, also formed on nitration of I; semicarbazone m. 206°. Vanillin with EtMgBr gave 1-(4-hydroxy-3-methoxyphenyl)-1-propanol, m. 85-6°, nitrated to 3,5-dinitroguaiacol, m. 122°, while a larger amount of HNO₃ gave a dimeric product, C₂₀H₂₄O₉N₂, m. 140-1°. Veratraldehyde with EtMgBr gave 1-(3,4-dimethoxyphenyl)-1-propanol, b₂ 146°, nitrated to 1-(6-nitro-3,4-dimethoxyphenyl)-1-propanol, m. 86°, a trace of, evidently, 1-(2,6-dinitro-3,4-dimethoxyphenyl)-1-propanol, m. 95°, and two products, C₂₂H₂₈O₉N₂, one of which m. 206° (oxidation with 15% HNO₃ gave 4,5-dinitroveratrole), the other m. 134°, also oxidized to 4,5-dinitroveratrole with hot HNO₃. Nitration as above of com. sulfate process lignin and hydrolytic lignin gave products with 3.75-4.27% total N and 0.48-0.66% nitrate N. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Product Details of 3929-47-3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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. 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).Product Details of 3929-47-3

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