Category: ethers-buliding-blocks

The Highly Effective Cobalt Based Metal-Organic Frameworks Catalyst for One Pot Oxidative Esterification Under Mild Conditions was written by Mekrattanachai, Pagasukon;Zhu, Lei;Setthaya, Naruemon;Chindawong, Chakkresit;Song, Wei Guo. And the article was included in Catalysis Letters in 2022.SDS of cas: 105-13-5 This article mentions the following:

The cobalt-based metal organic frameworks (Co-MOFs) catalystwas prepared with using terephthalic acid and 4,4′-bipyridine as organic linkers by facile solvothermal method for one-pot oxidative esterification. The prepared catalyst was pyrolyzed at different temperature and then applied for oxidation of aldehyde using mol. oxygen as benign oxidant under mild conditions. The Co-MOFs pyrolyzed at 800 C (denoted as Co-MOFs-800) catalyst exhibited excellent catalytic activity, selectivity and recyclability toward the oxidative esterification of benzaldehydes. Furthermore, it was reused up to 5 runs without significant loss of activity. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5SDS of cas: 105-13-5).

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

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

Efficient synthesis of oxygenated terphenyls and other oligomers: sequential arylation reactions through phenol oxidation-rearomatization was written by Dohi, Toshifumi;Kamitanaka, Tohru;Watanabe, Shohei;Hu, Yinjun;Washimi, Naohiko;Kita, Yasuyuki. And the article was included in Chemistry – A European Journal in 2012.Application of 365564-07-4 This article mentions the following:

A sequential arylation method involving the oxidation/rearomatization of phenols is developed. Quinone monoacetalsthe key intermediates, can be used for preparation of oxygenated terphenyls and other oligomers. The reaction employed hypervalent iodine compounds as the oxidant and montmorillonite clay as the acid promoter. 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. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. 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.Application of 365564-07-4

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

Redox-Divergent Construction of (Dihydro)thiophenes with DMSO was written by Liu, Heng;He, Gu-Cheng;Zhao, Chao-Yang;Zhang, Xiang-Xin;Ji, Ding-Wei;Hu, Yan-Cheng;Chen, Qing-An. And the article was included in Angewandte Chemie, International Edition in 2021.Formula: C14H21BO4 This article mentions the following:

Thiophene-based rings are one of the most widely used building blocks for the synthesis of sulfur-containing mols. Inspired by the redox diversity of these features in nature, herein a redox-divergent construction of dihydrothiophenes, thiophenes, and bromothiophenes from the resp. readily available allylic alcs., DMSO (DMSO), and HBr is reported. The redox-divergent selectivity could be manipulated mainly by controlling the dosage of DMSO and HBr. Mechanistic studies suggest that DMSO simultaneously acts as an oxidant and a sulfur donor. The synthetic potentials of the products as platform mols. were also demonstrated by various derivatizations, including the preparation of bioactive and functional mols. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Formula: C14H21BO4).

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 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.Formula: C14H21BO4

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

Highly Efficient Supramolecular Catalysts Assembled by Dawson-Type POMs and Metal-Organic Complexes for the Synergistic Catalytic Synthesis of p-Benzoquinones was written by Chang, Shenzhen;An, Haiyan;Chen, Yanhong;Zhu, Qingshan;Luo, Huiyun;Huang, Yaohui. And the article was included in ACS Sustainable Chemistry & Engineering in 2022.Application In Synthesis of 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione This article mentions the following:

Selective oxidation of alkyl-substituted phenols offers an ideal pathway to synthesize p-benzoquinones (p-BQs), but it is known to be inefficient because of the parallel competing reactions. Aiming at the design and synthesis of more powerful heterogeneous catalysts for highly efficient synthesizing functionalized p-BQs, herein, authors report two crystalline catalysts with supramol. networks based on Dawson-type polyoxometalates (POMs) and metal-organic subunits, H₄K(H₂O)₃[Cu₃(H₂O)₈(ptz)₄][Cu_1.5(H₂O)₃(ptz)₂(ina)][P₂W₁₈O₆₂]₂·ina·21H₂O (1) and [Cu_4.5(ptz)₄(OH)₃(H₂O)₄][P₂W₁₈O₆₂]·10H₂O (2), where ptz = 5-(4-pyridyl)-1H-tetrazole and ina = isonicotinic acid. Structural anal. shows that 1 is formed by the supramol. contact between one-dimensional POM inorganic chains and two kinds of trinuclear Cu-organic clusters, while 2 is formed by supramol. stacking of ladder-like one-dimensional chains that are composed of ribbonlike nonanuclear Cu-organic clusters and POM anions. Both supramol. catalysts exhibit high catalytic activity in H₂O₂-based oxidation of phenols/aromatics to p-BQs. Strikingly, in the synthesis of trimethyl-p-benzoquinone (TMBQ, an intermediate of vitamin E) by oxidizing 2,3,6-trimethylphenol, the conversion, selectivity, and oxidant efficiency can reach >99, 97.9, and 85.0% for 1, as well as 95.4, >99, and 79.8% for 2 within 5 min, resp. Also, the catalytic activities of 1 and 2 presented by the turnover frequency are 12 000 (the highest thus far) and 7632 h^-1, resp. Detailed structure-activity anal. revealed that the higher performance of 1 is attributed to the more active-site accessibility due to the supramol. interactions between POM and Cu organic units in the framework. Moreover, the observed yield of TMBQ has not decreased and the skeleton of catalysts has not changed in >10 cycles. The reaction mechanism was also systematically studied, and the parallel dual center, namely, Cu-site and POM, -driven reaction processes (radical and oxygen transfer) were illuminated. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Application In Synthesis 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. 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. 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.Application In Synthesis of 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

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

Functional Enzymes in Nonaqueous Environment: The Case of Photosynthetic Reaction Centers in Deep Eutectic Solvents was written by Milano, Francesco;Giotta, Livia;Guascito, Maria Rachele;Agostiano, Angela;Sblendorio, Stefania;Valli, Ludovico;Perna, Filippo M.;Cicco, Luciana;Trotta, Massimo;Capriati, Vito. And the article was included in ACS Sustainable Chemistry & Engineering in 2017.Product Details of 605-94-7 This article mentions the following:

Deep eutectic solvents (DESs) are emerging as a new class of green solvents with the potential to replace organic solvents in many applications both at industrial and academic level. In this work, the authors offer an unprecedented characterization of the behavior of the bacterial photosynthetic reaction center (RC) from Rhodobacter sphaeroides in a series of choline-based DESs. RC is a membrane-spanning three-subunit pigment-protein complex that, upon illumination, is capable to produce a stable charge-separated state. Thus, it represents the ideal model for carrying out basic studies of protein-solvent interactions. Herein, the authors first report that, in many DES mixtures investigated, RC (a) is stable, (b) is capable to generate the charge-separated state, and (c) even to perform its natural photocycle. It proved, indeed, to be effective in reducing quinone mols. to quinol by withdrawing electrons from cyto-chrome c. As an example of biotechnol. application, a photoelectrochem. cell based on DES-dissolved RC has also been designed and successfully employed to generate photocurrents arising from the reduction of the electron-donor ferrocenemethanol. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Product Details of 605-94-7).

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

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

Phytoene desaturase from Oryza sativa: oligomeric assembly, membrane association and preliminary 3D-analysis was written by Gemmecker, Sandra;Schaub, Patrick;Koschmieder, Julian;Brausemann, Anton;Drepper, Friedel;Rodriguez-Franco, Marta;Ghisla, Sandro;Warscheid, Bettina;Einsle, Oliver;Beyer, Peter. And the article was included in PLoS One in 2015.Related Products of 605-94-7 This article mentions the following:

Recombinant phytoene desaturase (PDS-His6) from rice was purified to near-homogeneity and shown to be enzymically active in a biphasic, liposome-based assay system. The protein contains FAD as the sole protein-bound redox-cofactor. Benzoquinones, not replaceable by mol. oxygen, serve as a final electron acceptor defining PDS as a 15-cis-phytoene (donor):plastoquinone oxidoreductase. The herbicidal PDS-inhibitor norflurazon is capable of arresting the reaction by stabilizing the intermediary FADred, while an excess of the quinone acceptor relieves this blockage, indicating competition. The enzyme requires its homo-oligomeric association for activity. The sum of data collected through gel permeation chromatog., non-denaturing polyacrylamide electrophoresis, chem. crosslinking, mass spectrometry and electronmicroscopy techniques indicate that the high-order oligomers formed in solution are the basis for an active preparation Of these, a tetramer consisting of dimers represents the active unit. This is corroborated by our preliminary x-ray structural anal. that also revealed similarities of the protein fold with the sequence-inhomologous bacterial phytoene desaturase CRTI and other oxidoreductases of the GR2-family of flavoproteins. This points to an evolutionary relatedness of CRTI and PDS yielding different carotene desaturation sequences based on homologous protein folds. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Related Products of 605-94-7).

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

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

Urethanes synthesis from oxamic acids under electrochemical conditions was written by Ogbu, Ikechukwu Martin;Lusseau, Jonathan;Kurtay, Gulbin;Robert, Frederic;Landais, Yannick. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Safety of 2-(2-Methoxyethoxy)ethanol This article mentions the following:

Urethane RHNC(O)OR¹ [R = cyclohexyl, Bn, CH₂CH₂Ph, etc.; R¹ = Me, Et, CH₂CF₃, etc.] and R²OC(O)NHCHR³C(O)OMe [R² = Me, Et, CH₂CH=CH₂, CH₂CF₃, CH₂CH(CH₃)₂; R³ = Me, CH₂CO₂Me, Ph] synthesis via oxidative decarboxylation of oxamic acids under mild electrochem. conditions was reported. This simple phosgene-free route to urethanes involved an in situ generation of isocyanates by anodic oxidation of oxamic acids in an alc. medium. The reaction was applicable to a wide range of oxamic acids, including chiral ones, and alcs. furnishing the desired urethanes in a one-pot process without the use of a chem. oxidant. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Safety of 2-(2-Methoxyethoxy)ethanol).

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. 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.Safety of 2-(2-Methoxyethoxy)ethanol

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

Facile aromatic nucleophilic substitution (S_NAr) reactions in ionic liquids: an electrophile-nucleophile dual activation by [Omim]Br for the reaction was written by Zhang, Xiao;Lu, Guo-ping;Cai, Chun. And the article was included in Green Chemistry in 2016.Application of 54916-28-8 This article mentions the following:

A facile aromatic nucleophilic substitution (S_NAr) reaction in recyclable [Omim]Br under relatively mild conditions has been described. An electrophile-nucleophile dual activation by [Omim]Br is also discovered based on control experiments, ¹H NMR and IR spectroscopies. This chem. provides an efficient and metal-free approach for the generation of C_aryl-X (X=S, N, O) bonds, many of which are significant synthetic intermediates or drugs, making this methodol. attractive to both synthetic and medicinal chem. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Application of 54916-28-8).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. 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.Application of 54916-28-8

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

Design, synthesis and structure-activity relationship studies of novel phenoxyacetamide-based free fatty acid receptor 1 agonists for the treatment of type 2 diabetes was written by Li, Zheng;Wang, Xuekun;Xu, Xue;Yang, Jianyong;Qiu, Qianqian;Qiang, Hao;Huang, Wenlong;Qian, Hai. And the article was included in Bioorganic & Medicinal Chemistry in 2015.Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid This article mentions the following:

The free fatty acid receptor 1 (FFA1) has attracted extensive attention as a novel antidiabetic target in the last decade. Several FFA1 agonists reported in the literature have been suffered from relatively high mol. weight and lipophilicity. We have previously reported the FFA1 agonist 1. Based on the common amide structural characteristic of SAR1 and NIH screened compound, we here describe the continued structure-activity exploration to decrease the mol. weight and lipophilicity of the compound 1 series by converting various amide linkers. All of these efforts lead to the discovery of the preferable lead compound 18, a compound with considerable agonistic activity, high LE and LLE values, lower lipophilicity than previously reported agonists, and appreciable efficacy on glucose tolerance in both normal and type 2 diabetic mice. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) 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. 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.Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid

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

Discovery of 7-N-Piperazinylthiazolo[5,4-d]pyrimidine Analogues as a Novel Class of Immunosuppressive Agents with in Vivo Biological Activity was written by Jang, Mi-Yeon;Lin, Yuan;De Jonghe, Steven;Gao, Ling-Jie;Vanderhoydonck, Bart;Froeyen, Mathy;Rozenski, Jef;Herman, Jean;Louat, Thierry;Van Belle, Kristien;Waer, Mark;Herdewijn, Piet. And the article was included in Journal of Medicinal Chemistry in 2011.Product Details of 1877-75-4 This article mentions the following:

The synthesis and in vitro and in vivo activity of thiazolo[5,4-d]pyrimidines, e.g., I as a novel class of immunosuppressive agents, useful for preventing graft rejection after organ transplantation is described. This research resulted in the discovery of a series of compounds with potent activity in the mixed lymphocyte reaction (MLR) assay, which is well-known as the in vitro model for in vivo rejection after organ transplantation. The most potent congeners displayed IC₅₀ values of less than 50 nM in this MLR assay and hence are equipotent to cyclosporin A, a clin. used immunosuppressive drug. One representative of this series was further evaluated in a preclin. animal model of organ transplantation and showed excellent in vivo efficacy. It validates these compounds as new promising immunosuppressive drugs. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Product Details of 1877-75-4).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) 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. 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.Product Details of 1877-75-4

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