Category: ethers-buliding-blocks

Synthesis, Structure, and Properties of the 2-[5-(Aryloxyacetyl)-Amino-1,3,4-Thiadiazol-2-Ylthio] Propionate Derivatives was written by Hu, Bing;Zhai, Yue-Yuan;Zhang, Ling;Zhang, You-Ming;Wei, Tai-Bao. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2014.Quality Control of 2-(4-Methoxyphenoxy)acetic acid This article mentions the following:

A series of novel 2-[5-(aryloxyacetyl)-amino-1,3,4-thiadiazol-2-ylthio] propionate derivatives were synthesized in high yield, and their structures were characterized by IR, ¹H NMR, ¹³C NMR, and elemental anal., coupled with one selected single-crystal x-ray structure determination The herbicidal activities of target compounds were assessed. The preliminary bioassay results showed that some compounds exhibited moderate to strong herbicidal symptoms in preemergence and postemergence tests. At 150 g/ha, S. tritici. show tolerance, while E. crus-galli L., E. Dahuricus, A. retroflexus, and C. glaucum L. were killed or severely injured. The activity of some compounds was comparable to the com. herbicide 2,4-D. A suitable electron-withdrawing substituent at the 2- and/or 4-position of the Ph ring was essential for high herbicidal activity. Moreover, the antifungal activities of the compounds were studied. The compounds were found to possess broad-spectrum antifungal activity. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Quality Control of 2-(4-Methoxyphenoxy)acetic acid).

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, 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.Quality Control of 2-(4-Methoxyphenoxy)acetic acid

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

Synthesis of copper nanoparticles supported on a microporous covalent triazine polymer: an efficient and reusable catalyst for O-arylation reaction was written by Puthiaraj, Pillaiyar;Ahn, Wha-Seung. And the article was included in Catalysis Science & Technology in 2016.Recommanded Product: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

Copper nanoparticles were supported on a microporous covalent triazine polymer prepared by the Friedel-Crafts reaction (Cu@MCTP-1). The resulting material was characterized by powder X-ray diffraction, thermogravimetric anal., N₂ adsorption-desorption isotherms at 77 K, transmission electron microscopy, XPS, and inductively coupled plasma optical emission spectroscopy, and Cu particles with an average size of 3.0 nm and a BET total surface area of ca. 1002 m² g^-1 were obtained. Cu@MCTP-1 was evaluated as a heterogeneous catalyst for the Ullmann coupling of O-arylation over a series of aryl halides and phenols without employing expensive ligands or inert atm., which produced an excellent yield of the corresponding diaryl ethers. The catalyst could be recovered by simple centrifugation and was reusable at least five times with only a slight decrease in catalytic activity. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Recommanded Product: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone).

1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8) 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. 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.Recommanded Product: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone

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

Synthesis of Benzofurans from Ketones and 1,4-Benzoquinones was written by Wu, Fengtian;Bai, Rongxian;Gu, Yanlong. And the article was included in Advanced Synthesis & Catalysis in 2016.Product Details of 605-94-7 This article mentions the following:

Benzofuran derivatives can be synthesized through the sequential Michael addition and cyclization of 1,3-dicarbonyl compounds with 1,4-benzoquinones. However, ketones are rarely used in this reaction because of their low nucleophilicities. In this study, this problem was solved by utilizing tri-Et orthoformate, which enabled the formation of a vinyl Et ether as an additive. As a result, the nucleophilicity of ketones increased. Many important 5-hydroxybenzofuran derivatives, which were not readily available by synthesis in the past, were also prepared via these newly established reactions. 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. 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.Product Details of 605-94-7

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

Allelochemicals of barnyardgrass-infested soil and their activities on crops and weeds was written by Khanh, Tran Dang;Xuan, Tran Dang;Chung, Ill Min;Tawata, Shinkichi. And the article was included in Weed Biology and Management in 2008.Computed Properties of C11H12O4 This article mentions the following:

Barnyardgrass is one of the most noxious paddy weeds in the world and causes great trouble to many crops. In a bioassay, the aqueous extract of paddy soil infested with barnyardgrass showed phytotoxic action against the growth of the tested crops and paddy weeds, of which rice was the most suppressed among the crops. In contrast, barnyardgrass was the least affected paddy weed. By the use of a separation resin, 18 compounds belonging to terpenes, derivatives of cinnamic acid and ferulic acid, long-chain fatty acids, and steroids that were potentially involved in the phytotoxic activities in barnyardgrass-infested soil were isolated and identified by gas chromatog.-mass spectrometry anal. Of these, the quantities of linalool, 4-terpinenol, coumaran, Me phenethyl ketone, and Me ester cinnamic acid were 1.42, 0.37, 0.02, 3.12, and 4.59 μg g^-1 of the wet soil, resp. The herbicidal activity was varied among these qualified test compounds, in which Me phenethyl ketone and Me ester cinnamic acid were more herbicidal than coumaran, linalool, and 4-terpinenol. A mixture of these compounds was also the least inhibitive against the growth of barnyardgrass, but exerted strong suppression against that of rice and monochoria. The present study demonstrates that barnyardgrass possesses strong phytotoxic properties and releases plant growth inhibitors into the soil to compete with rice and other paddy weeds in its vicinity by a chem. pathway. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Computed Properties of C11H12O4).

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. 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.Computed Properties of C11H12O4

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

SARS-CoV-2 M^pro inhibitors with antiviral activity in a transgenic mouse model was written by Qiao, Jingxin;Li, Yue-Shan;Zeng, Rui;Liu, Feng-Liang;Luo, Rong-Hua;Huang, Chong;Wang, Yi-Fei;Zhang, Jie;Quan, Baoxue;Shen, Chenjian;Mao, Xin;Liu, Xinlei;Sun, Weining;Yang, Wei;Ni, Xincheng;Wang, Kai;Xu, Ling;Duan, Zi-Lei;Zou, Qing-Cui;Zhang, Hai-Lin;Qu, Wang;Long, Yang-Hao-Peng;Li, Ming-Hua;Yang, Rui-Cheng;Liu, Xiaolong;You, Jing;Zhou, Yangli;Yao, Rui;Li, Wen-Pei;Liu, Jing-Ming;Chen, Pei;Liu, Yang;Lin, Gui-Feng;Yang, Xin;Zou, Jun;Li, Linli;Hu, Yiguo;Lu, Guang-Wen;Li, Wei-Min;Wei, Yu-Quan;Zheng, Yong-Tang;Lei, Jian;Yang, Shengyong. And the article was included in Science (Washington, DC, United States) in 2021.Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid This article mentions the following:

The COVID-19 pandemic caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) continually poses serious threats to global public health. The main protease (M^pro) of SARS-CoV-2 plays a central role in viral replication. We designed and synthesized 32 new bicycloproline-containing M^pro inhibitors derived from either boceprevir or telaprevir, both of which are approved antivirals. All compounds inhibited SARS-CoV-2 M^pro activity in vitro, with 50% inhibitory concentration values ranging from 7.6 to 748.5 nM. The cocrystal structure of M^pro in complex with MI-23, one of the most potent compounds, revealed its interaction mode. Two compounds (MI-09 and MI-30) showed excellent antiviral activity in cell-based assays. In a transgenic mouse model of SARS-CoV-2 infection, oral or i.p. treatment with MI-09 or MI-30 significantly reduced lung viral loads and lung lesions. Both also displayed good pharmacokinetic properties and safety in rats. 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. 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 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.Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid

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

Reusable homogeneous metal- and additive-free photocatalyst for high-performance aerobic oxidation of alcohols to carboxylic acids was written by Cui, Jing-Wang;Ma, Shuai;Rao, Cai-Hui;Jia, Meng-Ze;Yao, Xin-Rong;Zhang, Jie. And the article was included in Applied Catalysis, B: Environmental in 2022.Recommanded Product: (4-Methoxyphenyl)methanol This article mentions the following:

How to realize the recycling of homogeneous catalysts has been a great challenge for chemists. In this background, a new pyridinium compound was synthesized and applied in selective photocatalytic oxidation This photocatalytic system is advantageous in accelerating the transformation of alcs. into acids by two consecutive routes, including (1) photocatalytic oxidation of alcs. to aldehydes; (2) photocatalytic oxidation and autoxidation of aldehydes to acids. By activating mol. oxygen into ·O^-2 and ¹O₂, the system displays advantages of high efficiency and simplicity, as well as environment-friendly nature without metals or additives. Attractively, this compound as a homogeneous catalyst can be reused by direct filtration of products profiting from its high performance and stability. The present work develops a new approach to achieve an efficient and recyclable aerobic oxidation of alcs. into acids by using pyridinium-based photocatalysts and provides a valuable insight into the separation and recycling of homogeneous catalysts for economic compatibility and industrial application. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Recommanded Product: (4-Methoxyphenyl)methanol).

(4-Methoxyphenyl)methanol (cas: 105-13-5) 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 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: (4-Methoxyphenyl)methanol

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

Copper-Mediated Sequential Cyanation of Aryl C-B and Arene C-H Bonds Using Ammonium Iodide and DMF was written by Kim, Jinho;Choi, Jiho;Shin, Kwangmin;Chang, Sukbok. And the article was included in Journal of the American Chemical Society in 2012.Quality Control of 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane This article mentions the following:

The cyanation of aromatic boronic acids, boronate esters, and borate salts was developed under copper-mediated oxidative conditions using ammonium iodide and DMF as the source of nitrogen and carbon atom of the cyano unit, resp. The procedure was successfully extended to the cyanation of electron-rich benzenes, and regioselective introduction of a cyano group at the arene C-H bonds was also achieved. The observation that the reaction proceeds via a two-step process, initial iodination and then cyanation, led us to propose that ammonium iodide plays a dual role to provide iodide and nitrogen atom of the cyano moiety. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Quality Control of 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. 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 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

Thermal Properties of Macrocyclic Polyethers: Implications for the Design of Crown Ether-Based Ionic Liquids was written by Pawlak, Alan J.;Dietz, Mark L.. And the article was included in Separation Science and Technology (Philadelphia, PA, United States) in 2014.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

The most commonly studied classes of ionic liquids (ILs) comprise relatively large and asym. heterocyclic cations (e.g., diakylimidazolium or N-alkylpyridinium) in combination with any of a wide variety of inorganic (e.g., BF₄^–, Cl^–) or organic (e.g., bis[(trifluoromethyl-sulfonyl)imide], Tf₂N^–) anions. Recently it has been shown that ILs can also be formed by complexation reactions of metal cations (e.g., Li⁺, as its Tf₂N^– salt) with various neutral ligands (e.g., cyclohexano-15-crown-5 or alkylamines). Because the upper limit of the useful temperature range of any IL is governed by its thermal stability, and because the thermal stability of a neutral ligand (i.e., its propensity to either volatilize or decompose) is of obvious importance in determining that of an IL prepared from it, a systematic examination of the thermal properties of a series of macrocyclic polyethers of potential utility in the synthesis of new ILs has been undertaken. The results showed that the temperature corresponding to the onset of mass loss upon heating (i.e., evaporation and/or decomposition) varied with the ring size, substitution, nature of the donor atoms, and stereochem. of the macrocycle, but is most strongly influenced by the mol. weight and aromatic content of the compound In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

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.Application In Synthesis of 1,4,7,10-Tetraoxa-13-azacyclopentadecane

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

Second generation 4-(4-methyl-1H-indol-5-ylamino)-2-phenylthieno[2,3-b]pyridine-5-carbonitrile PKCθ inhibitors was written by Wu, Biqi;Boschelli, Diane H.;Lee, Julie;Yang, Xiaoke;Chaudhary, Divya. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.SDS of cas: 480424-49-5 This article mentions the following:

Thieno[2,3-b]pyridine-5-carbonitrile 16 with a 4-methyl-5-indolylamine at C-4 and a 5-methoxy-2-(dimethylamino)-methylphenyl group at C-2 had an IC₅₀ value of 16 nM for the inhibition of PKCθ. While moderate inhibition of PKCδ was also observed (IC₅₀ = 130 nM), 16 had IC₅₀ values of greater than 5 μM against Lyn and other members of the Src kinase family. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5SDS of cas: 480424-49-5).

3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5) 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. 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.SDS of cas: 480424-49-5

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

A new diversity oriented and metal-free approach to highly functionalized 3H-pyrimidin-4-ones was written by Riva, Renata;Banfi, Luca;Basso, Andrea;Zito, Paola. And the article was included in Organic & Biomolecular Chemistry in 2011.Recommanded Product: 1877-75-4 This article mentions the following:

A new synthesis of functionalized 3H-pyrimidin-4-ones is presented. The strategy is based on the synthetic elaboration of readily available α-substituted β-ketoesters that, upon transformation into the corresponding acyl enamines, have been cyclized to give 6H-1,3-oxazin-6-ones. These reactive intermediates have been in turn cleanly converted into highly functionalized pyrimidinones, by treatment with an appropriate primary amine. The whole sequence does not need the use of any metal mediator or catalyst. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Recommanded Product: 1877-75-4).

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

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