Tag: 200-300

Arenes to anilines and aryl ethers by sequential iridium-catalyzed borylation and copper-catalyzed coupling was written by Tzschucke, C. Christoph;Murphy, Jaclyn M.;Hartwig, John F.. And the article was included in Organic Letters in 2007.Name: 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes. 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. 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. 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

Percolative behavior models based on artificial neural networks for electrical percolation of AOT microemulsions in the presence of crown ethers as additives was written by Moldes, Oscar A.;Cid, Antonio;Astray, Gonzalo;Mejuto, Juan C.. And the article was included in Tenside, Surfactants, Detergents in 2014.Recommanded Product: 66943-05-3 This article mentions the following:

A series of models, based on artificial neural networks, of the percolative behavior of AOT microemulsions in the presence of crown ethers as additives have been developed. Input variables, related to the chem. structure of crown ethers and their packing with surfactant film, have been selected. As a result, a model has been chosen with a good forecast capability for percolation threshold of such microemulsions. 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. 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. 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

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

Regioregular and Regioirregular Oligoether Carbonates: A ¹³C{¹H} NMR Investigation was written by Byrnes, Matthew J.;Chisholm, Malcolm H.;Hadad, Christopher M.;Zhou, Zhiping. And the article was included in Macromolecules in 2004.Reference of 20324-33-8 This article mentions the following:

Oligoether carbonates R(PO)_nOCO₂(PO)_nR, where R = Me, Et, or H, PO = propylene oxide ring-opened unit, and n = 1, 2, 3, 4, ∼10, and ∼30, have been prepared and characterized by ESI/MS or MALDI/MS and ¹³C{¹H} NMR spectroscopy in addition to ¹H NMR, DEPT, COSY, and HMQC. The propylene oxide (PO) units have been derived from S-PO and rac-PO. The compounds have been examined as potential models for polyether carbonate units in poly(propylene carbonate). For HH junctions, assignments of isotactic (i) and syndiotactic (s) diads and iii, iis/sii, sis, isi, ssi/iss, and sss tetrads are unequivocal. Assignments at the hexad level are limited. For higher oligoether carbonates, i.e., n ∼ 10 or ∼30, only the i and s diad sensitivity is possible at 150 MHz ¹³C{¹H} NMR. Calculations on the compounds MeOCH₂CHMeOCO₂CHMeCH₂OMe (RR (i) and SR (s)) and MeOCO₂CH₂CHMeOCO₂CHMeCH₂OCO₂Me were carried out employing d. functional theory (DFT) at the B3LYP/6-31G(d) level for geometry optimization and the B3LYP/6-311+G(2d,p) level for NMR calculations These results are compared with the exptl. work and structures of di-Me carbonate. In the experiment, the researchers used many compounds, for example, 1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8Reference of 20324-33-8).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) 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. 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.Reference of 20324-33-8

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

Controlling the Isomerization of Photoresponsive Molecules through a Limiting Tautomerization Strategy was written by Duan, Yongli;Zhao, Haiquan;Xue, Guodong;Sun, Fanxi;Stricker, Friedrich;Wang, Zhen;Mao, Lijun;He, Chao;de Alaniz, Javier Read;Zheng, Yonghao;Wang, Dongsheng. And the article was included in Journal of Physical Chemistry B in 2022.Related Products of 66943-05-3 This article mentions the following:

Controlling the multistage photoresponsivity remains a challenge, in part, due to the spontaneous tautomerization between isomers. Herein, we present a strategy to access three independent states (linear, cyclic keto, and cyclic enolate) of crown ether (CE)-substituted donor-acceptor Stenhouse adducts (DASAs) by limiting the tautomerization of the closed isomers. The linear-cyclic keto isomerization is reversibly triggered by treatment with metal ions (Na⁺ or K⁺) and CE, while the linear-cyclic enolate isomerization is induced by green light and heat. D. functional theory and mol. dynamics calculation results suggest that the steric effect and supramol. interaction between the electron-donating and electron-withdrawing moieties play an important role in hindering the tautomerization between cyclic keto and cyclic enolate DASA-CE. The strategy to influence key steps in the photoswitching process inspires well-controlled multistage isomerization of photoresponsive mols. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Related Products of 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) 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 66943-05-3

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

Ruthenium(II)-enabled para-selective C-H difluoromethylation of anilides and their derivatives was written by Yuan, Chunchen;Zhu, Lei;Chen, Changpeng;Chen, Xiaolan;Yang, Yong;Lan, Yu;Zhao, Yingsheng. And the article was included in Nature Communications in 2018.Computed Properties of C12H17NO2 This article mentions the following:

Here the development of a ruthenium-enabled para-selective C-H difluoromethylation of anilides, indolines, and tetrahydroquinolines is described. This reaction tolerates various substituted arenes, affording para-difluoromethylation products in moderate to good yields. Results of a preliminary study of the mechanism indicate that chelation-assisted cycloruthenation might play a role in the selective activation of para-CAr-H bonds. Furthermore, this method provides a direct approach for the synthesis of fluorinated drug derivatives, which has important application for drug discovery and development. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3Computed Properties of C12H17NO2).

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, 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 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.Computed Properties of C12H17NO2

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

Synthesis of liquid crystal 4,4′-dialkyltolane was written by Chen, Xin-bing;An, Zhong-wei. And the article was included in Jingxi Huagong in 2003.Reference of 39969-26-1 This article mentions the following:

P-Alkylphenylacetyl chlorides, prepared from p-alkylphenylacetic acid with P oxychloride, reacted with alkylbenzene and AlCl₃ in mole ratio n (I):n(alkylbenzene):n(AlCl₃) = 1.0:5.0:1.2 to afford 1-(4-alkylphenylacetyl)-4-alkylbenzene (II). Then the reaction of II with acetyl chloride [n(II):n(acetyl chloride) = 1:8] catalyzed by ZnCl₂-SiO₂ was carried out in CH₂Cl₂ for 5 h to give 1-chloro-1,2-bisalkylphenylethylene (III). Finally 4,4′-dialkyltolane (IV) was synthesized by the reaction of III with KOH [n(III):n(KOH) = 1:8] in xylene for 15 h. The overall yield was 47%-52%. In the experiment, the researchers used many compounds, for example, 1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1Reference of 39969-26-1).

1-Methoxy-4-((4-propylphenyl)ethynyl)benzene (cas: 39969-26-1) 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.Reference of 39969-26-1

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

Carbon-13 NMR studies on reaction mechanisms. IV. Solvolysis of 4-aryl-n-butyl brosylates was written by Fujio, Mizue;Taguchi, Miyako;Wada, Yoshiko;Seki, Yoji;Mishima, Masaaki;Tsuno, Yuho. And the article was included in Memoirs of the Faculty of Science, Kyushu University, Series C: Chemistry in 1980.Recommanded Product: 3-(2,4-Dimethoxyphenyl)acrylic acid This article mentions the following:

The solvolysis of methoxy-substituted 4-phenylbutyl-1–¹³C (90% enriched) brosylate gave both open-chain ester products and isomeric products (e.g., 6- or 7-methoxytetralin-1–¹³C) via anchimerically-assisted pathways. The ¹³C NMR tracer technique was applied to the solvolysis mechanism and kinetics. Suitably positioned MeO groups accelerated the anchimerically assisted route. Transition states for the assisted pathways were discussed. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Recommanded Product: 3-(2,4-Dimethoxyphenyl)acrylic acid).

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. 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: 3-(2,4-Dimethoxyphenyl)acrylic acid

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

Cation-Modulated Reactivity of Iridium Hydride Pincer-Crown Ether Complexes was written by Kita, Matthew R.;Miller, Alexander J. M.. And the article was included in Journal of the American Chemical Society in 2014.Synthetic Route of C10H21NO4 This article mentions the following:

Complexes of a new multidentate ligand combining a rigid, strongly donating pincer scaffold with a flexible, weakly donating aza-crown ether moiety are reported. The pincer-crown ether ligand exhibits tridentate, tetradentate, and pentadentate coordination modes. The coordination mode can be changed by Lewis base displacement of the chelating ethers, with binding equilibrium dramatically altered through lithium and sodium cation-macrocycle interactions. Cation-promoted hydrogen activation was accomplished by an iridium monohydride cation ligated in a pentadentate fashion by the pincer-crown ether ligand. The rate can be controlled on the basis of the choice of cation (with lithium-containing reactions proceeding about 10 times faster than sodium-containing reactions) or on the basis of the concentration of the cation. Up to 250-fold rate enhancements in H/D exchange rates are observed when catalytic amounts of Li⁺ are added. 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. 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 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

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

Diversity-Oriented Synthesis of Fluoromethylated Arenes via Palladium-Catalyzed C-H Fluoromethylation of Aryl Iodides was written by Du, Yiming;Chen, Shuxin;Huang, Ao;Chen, Yihan;Liu, Yun-Lin;Song, Gaopeng;Tang, Ri-Yuan;Xu, Hanhong;Yao, Guangkai;Li, Zhaodong. And the article was included in Organic Letters in 2022.Formula: C14H21BO4 This article mentions the following:

Herein the first versatile and expeditious method for the site-selective C-H fluoromethylation of aryl iodides ArI (Ar = 2-methylphenyl, 6-chloro-2-methylpyridin-3-yl, 2H-1,3-benzodioxol-5-yl, etc.) via Pd/NBE cooperative catalysis, which could work as a robust toolbox for the diversity-oriented synthesis (DOS) of fluoromethylated arenes, e.g., tert-Bu (E)-3-(2,4-bis(fluoromethyl)-6-methoxypyridin-3-yl)acrylate has been reported. This methodol. features the use of low-cost industrial raw material CH₂IF as fluoromethyl source, excellent functional group tolerance and broad ipso terminations scope, and could be expanded to the late-stage modification of biorelevant 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. 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 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

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

Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes was written by Yu, Congjun;Oezkaya, Buenyamin;Patureau, Frederic W.. And the article was included in Chemistry – A European Journal in 2021.Application In Synthesis of (2-Methoxy-5-(methoxycarbonyl)phenyl)boronic acid This article mentions the following:

A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcs. were reported. Importantly, the reaction was free of metals, chem. oxidants, bases, acids, and operated at room temperature Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. The electro-oxidative coupling process also displayed exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcs. was moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool. In the experiment, the researchers used many compounds, for example, (2-Methoxy-5-(methoxycarbonyl)phenyl)boronic acid (cas: 221006-63-9Application In Synthesis of (2-Methoxy-5-(methoxycarbonyl)phenyl)boronic acid).

(2-Methoxy-5-(methoxycarbonyl)phenyl)boronic acid (cas: 221006-63-9) 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. 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 In Synthesis of (2-Methoxy-5-(methoxycarbonyl)phenyl)boronic acid

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