Category: ethers-buliding-blocks

Paper-Based Colorimetric Sensor System for High-Throughput Screening of C-H Borylation was written by Kim, Han-Sung;Eom, Min Sik;Han, Min Su;Lee, Sunwoo. And the article was included in Chemistry – A European Journal in 2017.Name: 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

A paper-based colorimetric sensor system (PBCSS) was developed to detect the amount of bis(pinacolato)diboron (B₂Pin₂) and applied as a high-throughput screening protocol in Ir-catalyzed C-H borylation. First, 96 ligands were screened for the borylation of benzene, and then 12 of them were selected and tested for five substrates. These reaction mixtures were spotted in the PBCSS, showing a blue-violet color. The value of the gray scale of each reaction was obtained from these colored spots and converted to the extent of conversion of B₂Pin₂. The extents of conversion of B₂Pin₂ obtained from the PBCSS showed good correlation with those obtained from gas chromatog. anal. The modified conversion using blank data showed good correlation with the yield of products. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Name: 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) 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. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Name: 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Pyrroloquinoline Quinone Aza-Crown Ether Complexes as Biomimetics for Lanthanide and Calcium Dependent Alcohol Dehydrogenases was written by Vetsova, Violeta A.;Fisher, Katherine R.;Lumpe, Henning;Schafer, Alexander;Schneider, Erik K.;Weis, Patrick;Daumann, Lena J.. And the article was included in Chemistry – A European Journal in 2021.HPLC of Formula: 66943-05-3 This article mentions the following:

Understanding the role of metal ions in biol. can lead to the development of new catalysts for several industrially important transformations. Lanthanides are the most recent group of metal ions that have been shown to be important in biol., i.e., in quinone-dependent methanol dehydrogenases (MDH). Here we evaluate a literature-known pyrroloquinoline quinone (PQQ) and 1-aza-15-crown-5 based ligand platform as scaffold for Ca²⁺, Ba²⁺, La³⁺ and Lu³⁺ biomimetics of MDH and we evaluate the importance of ligand design, charge, size, counterions and base for the alc. oxidation reaction using NMR spectroscopy. In addition, we report a new straightforward synthetic route (3 steps instead of 11 and 33% instead of 0.6% yield) for biomimetic ligands based on PQQ. We show that when studying biomimetics for MDH, larger metal ions and those with lower charge in this case promote the dehydrogenation reaction more effectively and that this is likely an effect of the ligand design which must be considered when studying biomimetics. To gain more information on the structures and impact of counterions of the complexes, we performed collision induced dissociation (CID) experiments and observe that the nitrates are more tightly bound than the triflates. To resolve the structure of the complexes in the gas phase we combined DFT-calculations and ion mobility measurements (IMS). Furthermore, we characterized the obtained complexes and reaction mixtures using ESR (EPR) spectroscopy and show the presence of a small amount of quinone-based radical. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3HPLC of Formula: 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. 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.HPLC of Formula: 66943-05-3

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

Fluorescence quenching studies on the interaction of catechin-quinone with CdTe quantum dots. Mechanism elucidation and feasibility studies was written by Dwiecki, Krzysztof;Neunert, Grazyna;Nogala-Kalucka, Malgorzata;Polewski, Krzysztof. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2015.Safety of 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione This article mentions the following:

Changes of the photoluminescent properties of QD in the presence of oxidized catechin (CQ) were investigated by absorption, steady-state fluorescence, fluorescence lifetime and dynamic light scattering measurements. Photoluminescence intensity and fluorescence lifetime was decreasing with increasing CQ concentration Dynamic light scattering technique found the hydrodynamic diameter of QD suspension in water is in range of 45 nm, whereas in presence of CQ increased to mean values of 67 nm. Calculated from absorption peak position of excition band indicated on average QD size of 3.2 nm. Emission spectroscopy and time-resolved emission studies confirmed preservation of electronic band structure in QD-CQ aggregates. On basis of the presented results, the elucidated mechanism of QD fluorescence quenching is a result of the interaction between QD and CQ due to electron transfer and electrostatic attraction. The results of fluorescence quenching of water-soluble CdTe quantum dot (QD) capped with thiocarboxylic acid were used to implement a simple and fast method to determine the presence of native antioxidant quinones in aqueous solutions Feasibility studies on this method carried out with oxidized catechin showed a linear relation between the QD emission and quencher concentration, in range from 1 up to 200 μM. The wide linear range of concentration dependence makes it possible to apply this method for the fast and sensitive detection of quinones in solutions In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Safety of 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione).

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7) 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. 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.Safety of 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

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

Rhodium-catalysed ortho-alkynylation of nitroarenes was written by Tan, Eric;Montesinos-Magraner, Marc;Garcia-Morales, Cristina;Mayans, Joan Guillem;Echavarren, Antonio M.. And the article was included in Chemical Science in 2021.Computed Properties of C8H9NO3 This article mentions the following:

The ortho-alkynation of nitro-(hetero)arenes RNO₂ (R = pheynl, 3-fluorophenyl, 2-bromothiophen-5-yl, etc.) takes place in the presence of a Rh(III) catalyst to deliver a wide variety of alkynylated nitroarenes, e.g., I regioselectively. These interesting products could be further derivatized by selective reduction of the nitro group or palladium-catalyzed couplings. Exptl. and computational mechanistic studies demonstrate that the reaction proceeds via a turnover-limiting electrophilic C-H metalation ortho to the strongly electron-withdrawing nitro group. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Computed Properties of C8H9NO3).

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

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

Substrate specificity and properties of the aryl-alcohol oxidase from the ligninolytic fungus Pleurotus eryngii was written by Guillen, Francisco;Martinez, Angel T.;Martinez, Maria Jesus. And the article was included in European Journal of Biochemistry in 1992.Related Products of 3929-47-3 This article mentions the following:

The production in a 5-1 fermenter of the extracellular enzymes laccase and aryl-alc. oxidase by the fungus P. eryngii was studied. The enzyme has been purified 50-fold by Sephacryl S-200 and Mono Q chromatog. Purified aryl-alc. oxidase is a unique flavoprotein with 15% carbohydrate content, a mol. mass of 72.6 kDa (SDS-PAGE) and a pI of 3.9. The enzyme presents wide specificity, showing activity on benzyl, cinnamyl, naphthyl, and aliphatic unsaturated alcs. Neither activity nor inhibition of veratryl alc. oxidation was found with saturated alcs., but competitive inhibition was produced by aromatic compounds which were not aryl-alc. oxidase substrates, such as phenol or 3-phenyl-1-propanol. From these results, it was apparent that a double bond conjugated with a primary alc. is necessary for substrate recognition by aryl-alc. oxidase, and that activity is increased by the presence of addnl. conjugated double bonds and electron donor groups. Both affinity and maximal velocity during enzymic oxidation of methoxybenzyl alcs. were affected in a similar way by ring substituents, increasing from benzyl alc. (K_m = 0.84 mM, V_max = 52 U/mg) to 4-methoxybenzyl alc. (K_m = 0.04 mM, V_max = 208 U/mg). Aryl-alc. oxidase presents also a low oxidase activity with aromatic aldehydes, but the highest activity was found in the presence of electron-withdrawing groups. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Related Products of 3929-47-3).

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

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

Conjugate addition of RMgX to nitroarenes. A very useful method of alkylation of aromatic nitro compounds was written by Bartoli, Giuseppe;Bosco, Marcella;Baccolini, Graziano. And the article was included in Journal of Organic Chemistry in 1980.Quality Control of 3-Methyl-4-nitroanisole This article mentions the following:

Alkylation of mononitroarenes involves treatment of 1 mol nitro compound with 2 mol RMgX at 0° for a few min to give o– or p-alkylnitronate adducts, which are immediately converted in situ to aromatic alkylnitro derivatives by adding 0.66 mol KMnO₄ in Me₂CO-H₂O. The wide applicability of this method is substantiated by good yields obtained for a large number of mono- and bicyclic systems. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Quality Control of 3-Methyl-4-nitroanisole).

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. 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.Quality Control of 3-Methyl-4-nitroanisole

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

Quantitative structure-activity relationship (QSAR) studies on the inhibition of porcine pancreatic amylase by cinnamic acid derivatives was written by Ramanan, P. N.;Kutty, A. V. Moiden;Rao, M. N. A.. And the article was included in Indian Journal of Biochemistry & Biophysics in 1987.Recommanded Product: 6972-61-8 This article mentions the following:

The inhibition of porcine pancreatic α-amylase by cinnamic acid derivatives with various substitutions on the Ph ring was studied. Quant. correlation by regression anal. showed that hydrophobicity of the substituents was important for the inhibitory activity. Ionization studies showed that all of the compounds were present in highly ionized form at pH 7.4. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Recommanded Product: 6972-61-8).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) 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. 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.Recommanded Product: 6972-61-8

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

Biological synthesis and anti-inflammatory activity of arylalkylamine was written by Song, Min Kyung;Lee, Su Jin;Kang, Yoon Young;Lee, Youngshim;Mok, Hyejung;Ahn, Joong-Hoon. And the article was included in Applied Biological Chemistry in 2017.Product Details of 6972-61-8 This article mentions the following:

Hydroxycinnamic acid amides (HCAAs) are natural compounds with antifungal, anticancer, and anti-inflammatory activities. Extraction from plants and chem. synthesis have been the major approaches to obtain these compounds We used a biol. method to synthesize HCAA derivatives (arylalkylamines). Two genes, SHT encoding serotonin N-hydroxycinnamoyl transferase and 4CL encoding 4-coumaroyl-CoA ligase, were introduced into Escherichia coli. Using this E. coli transformant as a biocatalyst, 24 arylalkylamines were synthesized. The anti-inflammatory activities of five synthesized compounds, including N-p-coumaroyl phenethylamine, N-caffeoyl phenethylamine, N-p-coumaroyl 3-phenylpropylamine, N-p-coumaroyl 4-phenylbutylamine, and N-p-coumaroyl 4-methoxyphenethylamine, were measured. Among them, N-p-coumaroyl 4-phenylbutylamine showed the best anti-inflammatory activity. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Product Details of 6972-61-8).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) 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. 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.Product Details of 6972-61-8

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

Complementary site-selectivity in arene functionalization enabled by overcoming the ortho constraint in palladium/norbornene catalysis was written by Wang, Jianchun;Li, Renhe;Dong, Zhe;Liu, Peng;Dong, Guangbin. And the article was included in Nature Chemistry in 2018.Name: 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

Achieving site-selectivity in arene functionalization that is complementary to the site-selectivity from electrophilic aromatic substitution reactions has been a long-standing quest in organic synthesis. Palladium/norbornene cooperative catalysis potentially offers a unique approach to this problem, but its use has been hampered by the ortho constraint, which is the requirement of an ortho substituent for mono ortho functionalization of haloarenes. Here, we show that such a challenge could be addressed using a new class of bridgehead-modified norbornenes, thereby enabling a broadly useful strategy for arene functionalization with complementary site-selectivity. A range of ortho-unsubstituted aryl iodides, previously problematic substrates, can now be employed to provide mono ortho-functionalized products effectively. This method is applicable for late-stage functionalization of complex bioactive mols. at positions that are difficult to reach by conventional approaches. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Name: 4-Iodo-1-methoxy-2-methylbenzene).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) 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. 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.Name: 4-Iodo-1-methoxy-2-methylbenzene

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

An ion-responsive fluorescent compound based on NO-photoisomerisation styryl derivative linked to monoaza-15-crown-5 was written by Cao, Jing;Feng, Jun Xiang;Wu, Yong Xiang;Pei, Xue Qun;Yan, Jiao Jiao;Liu, Yang;Qin, Wen Jie;Zhang, Xiao Bin. And the article was included in Supramolecular Chemistry in 2011.Computed Properties of C10H21NO4 This article mentions the following:

A novel 15-aza-5-crown ether linked to styryl chemosensory 13-(4-((9H-fluoren-9-ylidene)methyl)-2-nitrophenyl)-1,4,7,10-tetraoxa-13-azacyclopentadecane was designed and synthesized, it would not occur during photoisomerization under radiation of light but shows special capability of selectively recognizing for Sr²⁺. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Computed Properties of C10H21NO4).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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. 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).Computed Properties of C10H21NO4

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