Category: ethers-buliding-blocks

Rhodium(III)-catalysed decarbonylative coupling of maleic anhydrides with alkynes was written by Matsuda, Takanori;Suzuki, Kentaro. And the article was included in RSC Advances in 2014.Electric Literature of C6H10O2 This article mentions the following:

A formal [5 – 1 + 2] annulation for the preparation of substituted α-pyrones was reported. The reaction involved the decarbonylative coupling of substituted maleic anhydrides with internal alkynes in the presence of a rhodium(III) catalyst and a copper(II) salt, affording tri- and tetrasubstituted α-pyrones. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Electric Literature of C6H10O2).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) 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. 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 C6H10O2

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

Antibiofilm activity of coenzyme Q0 against Salmonella Typhimurium and its effect on adhesion-invasion and survival-replication was written by Yang, Yanpeng;Li, Jiahui;Yin, Yue;Guo, Du;Jin, Tong;Guan, Ning;Shi, Yiqi;Xu, Yunfeng;Liang, Sen;Xia, Xiaodong;Shi, Chao. And the article was included in Applied Microbiology and Biotechnology in 2019.Recommanded Product: 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione This article mentions the following:

Salmonella Typhimurium, a common Gram-neg. foodborne pathogen, threatens public health and hinders the development of the food industry. In this study, we evaluated the antibiofilm activity of coenzyme Q0 (CoQ0) against S. Typhimurium. Besides, the inhibition of the S. Typhimurium′s adhesion to and invasion of Caco-2 cells and its survival and replication in RAW 264.7 cells by CoQ0 were also explored. The min. inhibitory concentrations and minimal bactericidal concentrations of CoQ0 against Salmonella were both 100-400 μg/mL. Salmonella Typhimurium biofilm formation was effectively inhibited by subinhibitory concentrations (SICs) of CoQ0. The CoQ0-affected biofilm morphol. was observed with light microscopy and field-emission SEM. CoQ0 at SICs reduced the swimming motility and quorum sensing of S. Typhimurium and repressed the transcription of critical virulence-related genes. CoQ0 at SICs also clearly reduced the adhesion of S. Typhimurium to and its invasion of Caco-2 cells and reduced its survival and replication within RAW 264.7 macrophage cells. These findings suggest that CoQ0 has strong antibiofilm activity and can be used as an anti-infectious agent against Salmonella. In the experiment, the researchers used many compounds, for example, 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione (cas: 605-94-7Recommanded Product: 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. 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.Recommanded Product: 2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

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

Dihydroquinoline Carbamate DQS1-02 as a Prodrug of a Potent Acetylcholinesterase Inhibitor for Alzheimer’s Disease Therapy: Multigram-Scale Synthesis, Mechanism Investigations, in Vitro Safety Pharmacology, and Preliminary in Vivo Toxicology Profile was written by Alix, Florent;Gembus, Vincent;Coquet, Laurent;Hubert-Roux, Marie;Chan, Philippe;Truong, Lina;Sebban, Muriel;Coadou, Gael;Oulyadi, Hassan;Papamicael, Cyril;Levacher, Vincent. And the article was included in ACS Omega in 2018.Recommanded Product: 56619-93-3 This article mentions the following:

The (dimethylcarbamoyloxy)dihydroquinolinecarboxamide I, a prodrug for an irreversible inhibitor of acetylcholinesterase (AChE), was prepared on multigram scale in nine steps and 18% overall yield from m-anisidine. The conversion of I to the active (carbamoyloxy)(methylaminocarbonyl)quinolinium was observed in vitro; O-dimethylcarbamoylated human AChE was detected and sequenced using tandem mass spectrometry to determine the site of dimethylcarbamoylation, and the kinetics of dimethylcarbamoylation were determined The physicochem. properties of I, its selectivity for AChE over other enzymes, and its inhibition of cytochrome P₄₅₀ isoenzymes and hERG and Na_V1.5 ion channels, and its toxicity in rats were determined In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Recommanded Product: 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) 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).Recommanded Product: 56619-93-3

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

Efficient Synthesis of C3-Alkylated and Alkenylated Indoles via Manganese-Catalyzed Dehydrogenation was written by Zhao, Mingqin;Li, Xinyan;Zhang, Xiaoyu;Shao, Zhihui. And the article was included in Chemistry – An Asian Journal in 2022.SDS of cas: 105-13-5 This article mentions the following:

Herein, a manganese-based catalytic system that enables the efficient synthesis of C3-alkylated indoles I [R = Bn, 2-MeC₆H₄CH₂, 4-ClC₆H₄CH₂, etc.] was described from benzyl alcs. and indoles via the borrowing hydrogen process. Furthermore, dehydrogenative coupling of 2-arylethanols and indoles yields C3-alkenylated indoles I [R = CH=CHPh, 4-MeC₆H₄CH=CH, 4-BrC₆H₄CH=CH, etc.]. Meanwhile, reacting 2-aminophenethanol instead of indoles could also obtain the corresponding indole products with high selectivity under the same conditions. 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. 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.SDS of cas: 105-13-5

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

Molybdenum-Catalyzed Cross-Coupling of Benzyl Alcohols: Direct C-OH Bond Transformation via [2 + 2]-Type Addition and Elimination was written by Zhou, Pan;Li, Yuqiang;Tao, XU. And the article was included in Organic Letters in 2022.HPLC of Formula: 105-13-5 This article mentions the following:

Traditional cross-couplings catalyzed by transition metal catalysts generally rely on the classic oxidative addition-transmetalation-reductive elimination process, which requires low-valent precious metals and an inert atm. and which initiates from carbon-alide or pesudo carbon-halide bonds. Herein, an unprecedented molybdenum-oxo-complex-catalyzed intermol. cross-coupling of benzyl alcs. has been reported. Various alcs. including primary, secondary, and tertiary substrates can proceed efficiently under these conditions. Several functional groups sensitive to the low-valent transition metals, such as aryl halides, can be well tolerated. The mechanistic studies and DFT calculations suggest that an intramol. concerted cyclization was involved in the reverse [2 + 2]-type elimination process. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5HPLC of Formula: 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. 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.HPLC of Formula: 105-13-5

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

Crown-templated assembling of the inorganic binuclear fluoro-containing anions in the system ZrO₂/HfO₂ (Nb₂O₅/Ta₂O₅)-HF-H₂O-azacrown ether was written by Fonari, Marina S.;Kravtsov, Victor Ch.;Simonov, Yurii A.;Basok, Stepan S.;Ganin, Eduard V.;Gelmboldt, Vladimir O.;Suwinska, Kinga;Lipkowski, Janusz;Alekseeva, Olga A.;Furmanova, Nina G.. And the article was included in Polyhedron in 2008.Recommanded Product: 66943-05-3 This article mentions the following:

The interaction of ZrO₂/HfO₂ or Nb₂O₅/Ta₂O₅ with an aqueous solution of hydrofluoric acid in the presence of aza-crown ether resulted in novel organically templated metal oxyfluorides [(HA15C5)₂][Ta₂F₁₀O] (1), [(HA18C6·H₂O)(A18C6·H₂O)][(H₂O)Nb₂F₉O]·H₂O (2), [(HA18C6·H₂O)(M₂F₁₀·2H₂O)·(H₃O)·H₂O] (3, 4) and [(H₂DA18C6)(M₂F₁₀·2H₂O)·2H₂O] (5, 6) (M = Zr, Hf, A15C5 = aza-15-crown-5, A18C6 = aza-18-crown-6, DA18C6 = diaza-18-crown-6). Complexes 1–6 were identified by single crystal x-ray diffraction. In 1, the neg. charge of the [(TaF₅)₂O]^2- centrosym. dianion is balanced by two azonia-15C5 cations, while in 2 the charge of asym. [(H₂O)NbF₄ONbF₅]^– monoanion is compensated by azonia-18C6 cation. The crystal of 2 revealed an extensive hydrogen bonding between the anions, protonated and neutral macrocycles and water mols. that combine the components into 2-dimensional sheets. Complexes 3–4 and 5–6 are isostructural in pairs; in all of them the rigid 2-dimensional inorganic motif is formed through the association of the [(M₂F₁₀·2H₂O)]^2- anions by OH···F hydrogen bonds. The similar 3-dimensional supramol. architecture in 3–6 represents an alternation of the neg.-charged inorganic sheets and the columns of (HA18C6)⁺ or (DA18C6)²⁺ organic cations glued by oxonium cations or water mols. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Recommanded Product: 66943-05-3).

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. 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.Recommanded Product: 66943-05-3

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

Direct iodination of aromatic compounds with iodine and alumina-supported copper(II) chloride or sulfate was written by Kodomari, Mitsuo;Amanokura, Natsuki;Takeuchi, Kiyoshi;Yoshitomi, Suehiko. And the article was included in Bulletin of the Chemical Society of Japan in 1992.Recommanded Product: 75581-11-2 This article mentions the following:

The iodination of aromatic compounds (polymethylbenzenes, alkyl Ph ethers, and polynuclear aromatic hydrocarbons) with iodine in combination with copper(II) chloride or sulfate supported on alumina proceeds well under mild conditions to selectively give monoiodinated compounds in high yields. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Recommanded Product: 75581-11-2).

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

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

Synthesis of actinomycin D analogs: XXIII. Actinocin derivatives containing azacrown fragments was written by Ovchinnikov, D. V.;Glibin, E. N.;Garabadzhiu, A. V.;Plekhanova, N. G.. And the article was included in Russian Journal of General Chemistry in 2010.Electric Literature of C10H21NO4 This article mentions the following:

A number of actinocin amides containing residues of aza-15-crown-5 and aza-18-crown-6 where crown fragments, e.g. I, were separated from the heterocyclic chromophore by the residues of ω-amino acids were obtained as actinomycin D models. 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. 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 C10H21NO4

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

Substituted Dibenzodiazocines: Rapid Synthesis and Photochemical Properties was written by Klockmann, Felix;Fangmann, Camilla;Zender, Elena;Schanz, Tobias;Catapano, Claudia;Terfort, Andreas. And the article was included in ACS Omega in 2021.Electric Literature of C8H9NO3 This article mentions the following:

11,12-Dihydrodibenzo[c,g]-1,2-diazocines have been established as a viable alternative to azobenzene for photoswitching, in particular, as they show an inverted switching behavior: the ground state is the Z isomer. In this paper, an improved method to obtain dibenzodiazocine and its derivatives from the resp. 2-nitrotoluenes in two reaction steps, each proceeding in minutes were presented. This fast access to a variety of derivatives permitted the study of substitution effects on the synthesis and on the photochem. properties. With biochem. applications in mind, methanol was chosen as a protic solvent system for the photochem. investigations. In contrast to the azobenzene system, none of the tested substitution patterns resulted in more efficient switching or in significantly prolonged half-lives, showed that the system was dominated by the ring strain. 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. 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. 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.Electric Literature of C8H9NO3

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

Generation and Reactivity of 2-Amido-1,3-diaminoallyl Cations: Cyclic Guanidine Annulations via Net (3 + 2) and (4 + 3) Cycloadditions was written by Rao Kovvuri, V. Raghavendra;Xue, Haoran;Romo, Daniel. And the article was included in Organic Letters in 2020.Product Details of 16356-02-8 This article mentions the following:

Toward a method for direct conversion of alkenes to cyclic guanidines, we report that 1,3-dipolar cycloadditions of 2-amido-1,3-diamino allylic cations with alkenes provide a new method for direct cyclic guanidine annulation. Generated under oxidative conditions, the 2-amido-1,3-diaminoallyl cations react as 1,3-dipoles providing rapid access to 2-amino imidazolines through net (3 + 2) cycloadditions The utility is demonstrated through a concise synthesis of the oroidin alkaloid, phakellin. The described 1,3-dipole also participates in net (4 + 3) cycloadditions with dienes. Safety: caution advised in preparation of Na salt of 2,2,3,3-tetrafluoro-1-propanol. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Product Details of 16356-02-8).

1,4-Dimethoxy-2-butyne (cas: 16356-02-8) 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. 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.Product Details of 16356-02-8

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