Category: ethers-buliding-blocks

Transition Metal Free Stannylation of Alkyl Halides: The Rapid Synthesis of Alkyltrimethylstannanes was written by Li, Songyi;Lian, Chang;Yue, Guanglu;Zhang, Jianning;Qiu, Di;Mo, Fanyang. And the article was included in Journal of Organic Chemistry in 2022.Safety of 3-(3,4-Dimethoxyphenyl)propan-1-ol This article mentions the following:

A transition metal free stannylation reaction of alkyl bromides and iodides with hexamethyldistannane was developed. This protocol is operationally convenient and features a rapid reaction and good functional group tolerance. A wide range of functionalized primary and secondary alkyl and benzyl tri-Me stannanes were prepared in moderate to excellent yields. The success of the gram-scale procedure and tandem Stille coupling reaction has allowed this protocol to demonstrate potential for application in organic synthesis. Both exptl. and theor. studies reveal the mechanistic details of this stannylation reaction. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Safety of 3-(3,4-Dimethoxyphenyl)propan-1-ol).

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. 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 3-(3,4-Dimethoxyphenyl)propan-1-ol

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

Axially- and Meso-Substituted Aza-Crown-Ether-Incorporated B^III Subporphyrins: Control of Electron-Donating Ability by Metal Ion Chelation was written by Kise, Koki;Lee, Yu Jin;Tanaka, Takayuki;Kim, Dongho;Osuka, Atsuhiro. And the article was included in European Journal of Inorganic Chemistry in 2021.Computed Properties of C10H21NO4 This article mentions the following:

A series of subporphyrin-based fluorescent probes bearing 1-aza-15-crown-5 or 1-aza-18-crown-6 moieties at the meso or axial positions were prepared by Pd-catalyzed Buchwald-Hartwig amination reaction of the corresponding bromosubporphyrins. Both types of aza-crown-ether-incorporated subporphyrins were fluorescent in solution and exhibited cation-dependent absorption and fluorescence changes. In fluorescence titration experiments, opposite responses were observed for the two types of subporphyrins. Namely, fluorescence quenching occurred for the meso-substituted subporphyrins while fluorescence enhancement was observed for the axially-substituted subporphyrins. These results demonstrate the advantage of subporphyrins being viable to serve as turn-off-type or turn-on-type fluorescence probes, depending upon substitution pattern. 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, 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.Computed Properties of C10H21NO4

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

[NN]-Chelate nickel complexes with Schiff base ligands: Synthesis, structure and catalytic activity in green amidation reaction was written by Guo, Wen;Liu, Zhen-Jiang;Wu, Fanhong;Luo, Yu-Zhou;Yao, Zi-Jian. And the article was included in Applied Organometallic Chemistry in 2022.Related Products of 105-13-5 This article mentions the following:

N,N-coordinate nickel (II) complexes with Schiff base ligands were synthesized. All N,N-coordinate nickel (II) complexes 1–4 were well characterized by IR and elemental anal. Mol. structure of 1 was further characterized by single crystal x-ray diffraction anal. All air and moisture stable nickel complexes showed efficient catalytic activity for the amidation reaction of a widely range of amides and primary alcs. N-alkylated amides were given in good to excellent yields with liberating water as the sole byproduct. A variety types of functional groups tolerated well in such reaction condition. Control experiments were carried out to understand this Ni-catalysis protocol. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Related Products of 105-13-5).

(4-Methoxyphenyl)methanol (cas: 105-13-5) 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. 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.Related Products of 105-13-5

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

Determination of biomedical constituents of 350 °C pyrolyzate from benzene/ethanol extractives of old bark from Cinnamomum camphora trunk was written by He, Wei;Zhang, Dang-Quan;Liu, Qi-Mei;Peng, Kuan. And the article was included in Advanced Materials Research (Durnten-Zurich, Switzerland) in 2011.Related Products of 3929-47-3 This article mentions the following:

The extractives of C. camphora old bark were used to cure some special diseases; however, the biomedical constituents of extractives of C. camphora old bark are still not completely explained. Therefore, 350 °C-based pyrolysis- GC/MS technol. was used to identify the top value-added biomedical constituents of old bark-based benzene/ethanol extractives from C. camphora trunk. 74 Chem. constituents representing 99.17% were identified from 86 peaks. The main components are as: Dodecanoic acid, 1-(hydroxymethyl)-1,2-ethanediyl ester (15.717%), Octacosanoic acid, Me ester (10.357%), Abietic acid (8.483%), Heptacosane (5.678%), Et alc. (5.282%), Hexadecanoic acid, 2-hydroxy-, Me ester (3.365%), Hexacosanoic acid, Me ester (2.936%), 1,2-Benzenedicarboxylic acid, Bu 2-methylpropyl ester (2.928%), 2-Methoxy-4-vinylphenol (2.692%), Hexadecanoic acid, Et ester (2.312%), Hexacosane (2.076%), Tetracosanoic acid, Me ester (2.013%), etc. The anal. result showed that the 350 °C pyrolyzate of benzene/ethanol extractives from C. camphora old bark is abundant in biomedical constituents, and also contains other bioactive components, which can be used as top value-added materials of high-grade cosmetic, food, spice and chem. solvents. 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. 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. 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.Related Products of 3929-47-3

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

Multifunctional “Dy(hfa)₃•glyme” adducts: Synthesis and magnetic/luminescent behaviour was written by Pellegrino, Anna L.;Mezzalira, Claudia;Mazzer, Francesco;Cadi Tazi, Lila;Caneschi, Andrea;Gatteschi, Dante;Fragala, Ignazio L.;Speghini, Adolfo;Sorace, Lorenzo;Malandrino, Graziella. And the article was included in Inorganica Chimica Acta in 2022.Synthetic Route of C8H18O4 This article mentions the following:

Dysprosium β-diketonate compounds have recently gained a lot of attention due to their intriguing multifunctional properties. In this paper, a series of “Dy(hfa)₃•glyme” adducts have been prepared through a one-pot reaction, in dichloromethane, from dysprosium(III) acetate monohydrate, hexafluoroacetylacetone and glyme [Hhfa = 1,1,1,5,5,5-hexafluoroacetylacetone, glyme = bis-(2-methoxyethyl)ether, 2,5,8,11-tetraoxadodecane, 2,5,8,11,14-pentaoxapentadecane]. Based on the length of the polyether, various coordination frameworks have been obtained going from a mononuclear [Dy(hfa)₃•diglyme] adduct, to a polymeric chain system for the [Dy(hfa)₃•2H₂O•triglyme], and an ionic structure for the [Dy(hfa)₂•tetraglyme]⁺[Dy(hfa)₄]^–. The relationship between the coordination framework in the “Dy(hfa)₃•glyme” series and the magnetic and luminescent properties has been deeply investigated. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Synthetic Route of C8H18O4).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) 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. 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).Synthetic Route of C8H18O4

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

Totally synthetic steroid hormones. V. (±)-2,3-Dimethoxyestra-1,3,5(10)-trien-17β-ol and some congeners was written by Douglas, G. H.;Walk, C. R.;Smith, Herchel. And the article was included in Journal of Medicinal Chemistry in 1966.Quality Control of 3-(3,4-Dimethoxyphenyl)propan-1-ol This article mentions the following:

(±)-2,3-Dimethoxy-1,3,5(10)-estratrien-17-one and -17β-ol have been totally synthesized from 6,7-dimethoxy-1-tetralone. Their estrogenic and blood cholesterol lowering properties are recorded. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Quality Control of 3-(3,4-Dimethoxyphenyl)propan-1-ol).

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. 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.Quality Control of 3-(3,4-Dimethoxyphenyl)propan-1-ol

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

Critical Issues of Fluorinated Alkoxyborate-Based Electrolytes in Magnesium Battery Applications was written by Mandai, Toshihiko. And the article was included in ACS Applied Materials & Interfaces in 2020.HPLC of Formula: 112-49-2 This article mentions the following:

The development of noncorrosive but highly efficient electrolytes has been a long-standing challenge in magnesium rechargeable battery (MRB) research fields. As fluorinated alkoxyborate-based electrolytes have overcome serious problems associated with conventional electrolytes, they are regarded as promising for practical MRB applications. An electrolyte containing representative magnesium fluorinated alkoxyborate Mg[B(HFIP)₄]₂ ([B(HFIP)₄]: tetrakis(hexafluoroisopropoxy) borate) was prepared through general synthetic routes using Mg(BH₄)₂; however, it shows poor electrochem. magnesium deposition/dissolution behavior. Herein, we report an alternative synthetic route of highly reactive Mg[B(HFIP)₄]₂ and several critical issues associated with the use of Mg[B(HFIP)₄]₂/glyme electrolytes in MRBs. The cycling performance of the electrolytes as well as the synthetic reproducibility of the salt was significantly improved upon adopting a transmetalation reaction between certain magnesium and boron compounds for the salt preparation Despite the outstanding electrochem. activity of Mg[B(HFIP)₄]₂/glyme, the electrolytes were unstable with the magnesium metal. The remarkably high dissociativity of Mg[B(HFIP)₄]₂ in glyme solutions and the resulting enhanced induction interaction of Mg²⁺ with coordinated glymes make the solutions reductively unstable. Surface passivation by [TFSA]-based electrolytes (TFSA: bis(trifluoromethanesulfonyl)amide) effectively suppressed the decomposition of Mg[B(HFIP)₄]₂/glyme electrolytes. This passivation simultaneously caused a large overpotential for electrochem. cycling. The short-circuiting of the cells upon repeated deposition/dissolution cycling is rather problematic. Here, the findings disclose the issues of fluorinated alkoxyborate-based electrolyte solutions that should be resolved for practical MRB materialization. We also emphasize the importance of systematic strategies in manipulating the electrolytes and interfaces as well as base magnesium metal based on each appropriate approach. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2HPLC of Formula: 112-49-2).

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

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

Synthesis, characterization and cation-induced dimerization of new aza-crown ether-appended metalloporphyrins was written by Mikhalitsyna, Elena A.;Tyurin, Vladimir S.;Zamylatskov, Ilia A.;Khrustalev, Victor N.;Beletskaya, Irina P.. And the article was included in Dalton Transactions in 2012.Synthetic Route of C10H21NO4 This article mentions the following:

New metalloporphyrins bearing one or two aryl-aza-crown ether moieties at meso-positions were synthesized using a palladium catalyzed amination reaction and fully characterized by spectral techniques. X-ray structural data were presented for the zinc and copper complexes of mono-substituted aza-crown ether appended metalloporphyrins. UV-visible and ¹H NMR spectroscopic studies showed that addition of K⁺ cations to a solution of monomeric aza-crowned porphyrins in CHCl₃/MeOH led to cation-induced dimerization of these porphyrins, whereas addition of Na⁺ cations yielded a monomeric complex. Axial coordination of the exobidentate ligand (DABCO) to zinc complexes of aza-crowned porphyrins and following binding metal ions gave sandwich complexes with high stability constants In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Synthetic Route of 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 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.Synthetic Route of C10H21NO4

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

Synthesis and fluorescence properties of 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives and their terbium complexes was written by Zhang, Wu;Chai, Yuchao;Li, Kangyun;Chen, Yanwen;Yan, Dong;Guo, Dongcai. And the article was included in Luminescence in 2014.Synthetic Route of C9H10O4 This article mentions the following:

Synthesis of eight novel 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives I [R = H, CH₃, OCH₃, etc.] and their corresponding Tb³⁺ complexes was described. The fluorescence properties and fluorescence quantum yields of the target complexes were investigated, and the result showed that the ligands were found to be an efficient sensitizer for Tb³⁺ luminescence, and the target complexes exhibited characteristic fluorescence emissions of Tb³⁺ ion. The fluorescence intensity of the complex substituted by chlorine was stronger than that of other complexes. The substituent nature has a great effect upon the electrochem. properties of the target complexes. The results showed that the introduction of the electron-withdrawing groups tended to decrease the oxidation potential and HOMO energy levels of the target Tb³⁺ complexes; however, introduction of the electron-donating groups could increase the corresponding complex oxidation potential and HOMO energy levels. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Synthetic Route of C9H10O4).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) 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. 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.Synthetic Route of C9H10O4

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

Nitrile in the Hole: Discovery of a Small Auxiliary Pocket in Neuronal Nitric Oxide Synthase Leading to the Development of Potent and Selective 2-Aminoquinoline Inhibitors was written by Cinelli, Maris A.;Li, Huiying;Chreifi, Georges;Poulos, Thomas L.;Silverman, Richard B.. And the article was included in Journal of Medicinal Chemistry in 2017.Recommanded Product: 3-Hydroxy-5-methoxybenzaldehyde This article mentions the following:

Neuronal nitric oxide synthase (nNOS) inhibition is a promising strategy to treat neurodegenerative disorders, but the development of nNOS inhibitors is often hindered by poor pharmacokinetics. We previously developed a class of membrane-permeable 2-aminoquinoline inhibitors and later rearranged the scaffold to decrease off-target binding. However, the resulting compounds had decreased permeability, low human nNOS activity, and low selectivity vs. human eNOS. In this study, 5-substituted Ph ether-linked aminoquinolines and derivatives were synthesized and assayed against purified NOS isoforms. 5-Cyano compounds are especially potent and selective rat and human nNOS inhibitors. Activity and selectivity are mediated by the binding of the cyano group to a new auxiliary pocket in nNOS. Potency was enhanced by methylation of the quinoline and by introduction of simple chiral moieties, resulting in a combination of hydrophobic and auxiliary pocket effects that yielded high (∼500-fold) n/e selectivity. Importantly, the Caco-2 assay also revealed improved membrane permeability over previous compounds In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8Recommanded Product: 3-Hydroxy-5-methoxybenzaldehyde).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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. 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.Recommanded Product: 3-Hydroxy-5-methoxybenzaldehyde

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