Ethers-buliding-blocks

Ambident reactivity of anisole and p-iodoanisole toward phenylium cations and evidence for ipso-attack in cationic phenylation was written by Eustathopoulos, Helene;Court, Jean;Bonnier, Jane Marie. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1983.Quality Control of 4-Iodo-1-methoxy-2-methylbenzene This article mentions the following:

The phenylation of p-IC₆H₄OMe in the thermolysis of PhN₂BF₄ gave, inter alia,p-MeOC₆H₄Ph and 4-IC₆H₄OPh, showing ipso-attack and attack on O by Ph⁺. With PhOMe, the O atom of the MeO substituent is also attacked by Ph⁺ giving Ph₂O through the initial formation of Ph₂O⁺Me followed by intermol. demethylation. No intramol. rearrangement occurs with the oxonium ion. The mechanism involves kinetically predominant C-phenylation of both substrates. BF₃ promotes deiodination of p-IC₆H₄OMe and its phenylated isomers. This deiodination invalidates the conclusions drawn from isomer distributions; therefore the presence of BF₃ must be carefully controlled in a mechanistic study. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Quality Control of 4-Iodo-1-methoxy-2-methylbenzene).

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

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

Microwave-assisted O-alkylation of carboxylic acids in dry media: Expeditious synthesis of 2-Oxo-2-arylethyl carboxylates was written by Li, Z.;Quan, Z. J.;Wang, X. C.. And the article was included in Chemical Papers in 2004.Reference of 1877-75-4 This article mentions the following:

Microwave-assisted O-alkylation reactions of carboxylic acids, such as aryloxyacetic acids, 4-chlorobenzoic acid, (un)substituted furoic acids, and benzofuroic acid, with (un)substituted ω-haloacetophenones in dry media under phase-transfer catalysis are described. 2-Oxo-2-arylethyl carboxylates are expeditiously synthesized by this method in high yield using Bu₄NBr as catalyst. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Reference 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, 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.Reference of 1877-75-4

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

Pharmacology of the monomethyl ethers of mono-, di-, and tripropylene glycol in the dog with observations of the auricular fibrillation produced by these compounds was written by Shideman, F. E.;Procita, Leonard. And the article was included in Journal of Pharmacology and Experimental Therapeutics in 1951.Recommanded Product: 1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol This article mentions the following:

In dogs, the above compounds are central nervous system and cardiac depressants of low toxicity. Death in the intact animal results from respiratory failure. In the anesthetized, artificially respired dog appropriate intravenous doses consistently produce auricular fibrillation. Auricular anoxia, depressed conduction and heart block with ventricular asystole, and increased intra-auricular pressure all appear to be important factors in production of this arrhythmia. 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: 20324-33-8Recommanded Product: 1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol).

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

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

Transition-Metal-Free Alkylative Aromatization of Tetralones using Alcohols/Amino Alcohols Toward the Synthesis of Bioactive Naphthol and Benzo[e/g]indole Derivatives was written by Ubale, Akash S.;Londhe, Gokul S.;Shaikh, Moseen A.;Gnanaprakasam, Boopathy. And the article was included in Journal of Organic Chemistry in 2022.Name: (4-Methoxyphenyl)methanol This article mentions the following:

Herein, the synthesis of bioactive naphthols I (R¹ = H, 6-Br, 6-MeO, 7-MeO; R² = Ph, 3-MeC₆H₄, 2-thienyl, etc.) and II or benzindoles III (R³ = Me, Et, PhCH₂, etc.) and IV by alkylative aromatization of the corresponding 1- and 2-tetralones with alcs. R²CH₂OH or amino alcs. H₂NCHR³CH₂OH in the presence of NaOH using aerobic oxidative cross-coupling protocol is reported. This is a general and transition-metal-free method, which uses an inexpensive base, does not require inert conditions, and furnishes water and hydrogen peroxide as byproducts. Moreover, this method is compatible with a wide substrate scope and showed exclusive regioselectivity. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Name: (4-Methoxyphenyl)methanol).

(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 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.Name: (4-Methoxyphenyl)methanol

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

Profiling allergic asthma volatile metabolic patterns using a headspace-solid phase microextraction/gas chromatography based methodology was written by Caldeira, M.;Barros, A. S.;Bilelo, M. J.;Parada, A.;Camara, J. S.;Rocha, S. M.. And the article was included in Journal of Chromatography A in 2011.Category: ethers-buliding-blocks This article mentions the following:

Allergic asthma represents an important public health issue with significant growth over the years, especially in the pediatric population. Exhaled breath is a non-invasive, easily performed and rapid method for obtaining samples from the lower respiratory tract. In the present manuscript, the metabolic volatile profiles of allergic asthma and control children were evaluated by headspace solid-phase microextraction combined with gas chromatog.-quadrupole mass spectrometry (HS-SPME/GC-qMS). The lack of studies in breath of allergic asthmatic children by HS-SPME led to the development of an exptl. design to optimize SPME parameters. To fulfil this objective, three important HS-SPME exptl. parameters that influence the extraction efficiency, namely fiber coating, temperature and time extractions were considered. The selected conditions that promoted higher extraction efficiency corresponding to the higher GC peak areas and number of compounds were: DVB/CAR/PDMS coating fiber, 22° and 60 min as the extraction temperature and time, resp. The suitability of two containers, 1 L Tedlar bags and BIOVOC for breath collection and intra-individual variability were also investigated. The developed methodol. was then applied to the anal. of children exhaled breath with allergic asthma (35), from which 13 had also allergic rhinitis, and healthy control children (15), allowing to identify 44 volatiles distributed over the chem. families of alkanes (linear and ramified) ketones, aromatic hydrocarbons, aldehydes, acids, among others. Multivariate studies were performed by Partial Least Squares-Discriminant Anal. (PLS-DA) using a set of 28 selected metabolites and discrimination between allergic asthma and control children was attained with a classification rate of 88%. The allergic asthma pediatric population was characterized mainly by the compounds linked to oxidative stress, such as alkanes and aldehydes. Furthermore, more detailed information was achieved combining the volatile metabolic data, suggested by PLS-DA model, and clin. data. 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: 20324-33-8Category: ethers-buliding-blocks).

1-((1-((1-Methoxypropan-2-yl)oxy)propan-2-yl)oxy)propan-2-ol (cas: 20324-33-8) 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 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.Category: ethers-buliding-blocks

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

Design, synthesis and molecular docking of amide and urea derivatives as Escherichia coli PDHc-E1 inhibitors was written by He, Jun-Bo;Ren, Yan-Liang;Sun, Qiu-Shuang;You, Ge-Yun;Zhang, Li;Zou, Peng;Feng, Ling-Ling;Wan, Jian;He, Hong-Wu. And the article was included in Bioorganic & Medicinal Chemistry in 2014.Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid This article mentions the following:

By targeting the ThDP binding site of Escherichia coli PDHc-E1, two new ‘open-chain’ classes of E. coli PDHc-E1 inhibitors, amide and urea derivatives, were designed, synthesized, and evaluated. The amide derivative I showed the most potent inhibition of E. coli PDHc-E1. The urea derivatives displayed more potent inhibitory activity than the corresponding amide derivatives with the same substituent. Mol. docking studies confirmed that the urea derivatives have more potency due to the two hydrogen bonds formed by two NH of urea with Glu522. The docking results also indicate it might help us to design more efficient PDHc-E1 inhibitors that could interact with Glu522. 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. 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. 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).Application In Synthesis of 2-(4-Methoxyphenoxy)acetic acid

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

2-Chloro-1-(chloromethyl)ethyl methoxymethyl ether as a reagent for acetonylation of alcohols and phenol was written by Gu, Xue Ping;Ikeda, Isao;Komada, Satoru;Masuyama, Araki;Okahara, Mitsuo. And the article was included in Journal of Organic Chemistry in 1986.Safety of 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol This article mentions the following:

Treatment of ROH [R = decyl, cyclohexyl, Ph, Me₃C, Me(CH₂)₉OCH₂(CH₂OCH₂)₃CH₂OH, etc.] with ClCH₂CH(CH₂Cl)OCH₂OMe (I), Bu₄N⁺ HSO₄^–, and a base (e.g., NaOH) gave ROCH₂C(:CH₂)OCH₂OMe, which were treated with aqueous H₂SO₄ to give 42-83% ROCH₂COMe. Similar treatment of HOCH₂(CH₂OCH₂)₂CH₂OH with I, but without Bu₄N⁺ HSO₄^–, gave 61% MeCOCH₂OCH₂(CH₂OCH₂)₂CH₂OCH₂COMe. In the experiment, the researchers used many compounds, for example, 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6Safety of 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol).

2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol (cas: 60221-37-6) 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.Safety of 2-(2-(2-((Tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

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

Structural basis for gating mechanisms of a eukaryotic P-glycoprotein homolog was written by Kodan, Atsushi;Yamaguchi, Tomohiro;Nakatsu, Toru;Sakiyama, Keita;Hipolito, Christopher J.;Fujioka, Akane;Hirokane, Ryo;Ikeguchi, Keiji;Watanabe, Bunta;Hiratake, Jun;Kimura, Yasuhisa;Suga, Hiroaki;Ueda, Kazumitsu;Kato, Hiroaki. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2014.Related Products of 3929-47-3 This article mentions the following:

P-glycoprotein is an ATP-binding cassette multidrug transporter that actively transports chem. diverse substrates across the lipid bilayer. The precise mol. mechanism underlying transport is not fully understood. Here, the authors present crystal structures of a eukaryotic P-glycoprotein homolog, CmABCB1 with ATPase activity from Cyanidioschyzon merolae, in 2 forms: unbound at 2.6-Å resolution and bound to a unique allosteric peptide inhibitor at 2.4-Å resolution The inhibitor clamped the transmembrane helixes from the outside, fixing the CmABCB1 structure in an inward-open conformation similar to the unbound structure, confirming that an outward-opening motion is required for the ATP hydrolysis cycle. These structures, along with site-directed mutagenesis and transporter activity measurements, revealed the detailed architecture of the transporter, including a gate that opens to extracellular side and 2 gates that open to intramembranous region and the cytosolic side. The authors propose that the motion of the nucleotide-binding domain drives those gating apparatuses via 2 short intracellular helixes, IH1 and IH2, and 2 transmembrane helixes, TM2 and TM5. 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. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. 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.Related Products of 3929-47-3

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

Disilanes as oxygen scavengers and surrogates of hydrosilanes suitable for selective reduction of nitroarenes, phosphine oxides and other valuable substrates was written by Gevorgyan, Ashot;Mkrtchyan, Satenik;Grigoryan, Tatevik;Iaroshenko, Viktor O.. And the article was included in Organic Chemistry Frontiers in 2017.Computed Properties of C8H9NO3 This article mentions the following:

In this report, the reaction of nitroarenes RNO₂ (R = Pr, cyclohexyl, 2-methylphenyl, pyridin-3-yl, etc.) with hexamethyldisilane under various conditions affords a different range of compounds with excellent selectivity. In particular, the reaction of nitroarenes with hexamethyldisilane using a CsF/TBAB/toluene system provides suitable azo compounds, while in the presence of a CsF/TBAB/[Pd]/EtOH system this hexamethyldisilane acts as a novel surrogate of gaseous trimethylsilane, thus, reducing nitroarenes to corresponding anilines RNH₂. The synthetic value of the developed methodol. was further extended by the reduction of a wide range of substrates including N-oxides such as 2-methyl-quinoline-1-oxide, isoquinoline-2-oxide, 2,6-dimethylpyridine-1-oxide, 2-phenylpyridine-1-oxide, sulfoxides such as methanesulfinylbenzene, (benzenesulfinyl)benzene, 1-methanesulfinyl-4-methylbenzene, [(phenylmethane)sulfinylmethyl]benzene, phosphine oxides such as [[(diphenylphosphoroso)methyl](phenyl)phosphoryl]benzene, [[3-(diphenylphosphoroso)propyl](phenyl)phosphoryl]benzene, (diphenylphosphoryl)benzene, etc. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Computed Properties of C8H9NO3).

3-Methyl-4-nitroanisole (cas: 5367-32-8) 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. 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.Computed Properties of C8H9NO3

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