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Journal articles on the topic 'Ethers'

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1

Kim, Yong-Hak, and Karl-Heinrich Engesser. "Degradation of Alkyl Ethers, Aralkyl Ethers, and Dibenzyl Ether by Rhodococcus sp. Strain DEE5151, Isolated from Diethyl Ether-Containing Enrichment Cultures." Applied and Environmental Microbiology 70, no. 7 (2004): 4398–401. http://dx.doi.org/10.1128/aem.70.7.4398-4401.2004.

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ABSTRACT Twenty strains isolated from sewage sludge were found to degrade various ethers, including alkyl ethers, aralkyl ethers, and dibenzyl ether. In Rhodococcus strain DEE5151, induction of ether degradation needed substrates exhibiting at least one unsubstituted Cα-methylene moiety as the main structural prerequisite. The cleavage reaction observed with anisole, phenetole, and dibenzyl ether indicates that the initial oxidation occurs at such respective Cα positions. Diethyl ether-induced strain DEE5151 degraded dibenzyl ether via intermediately accumulated benzoic acid. Phenetole seems t
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2

Zmysłowski, Adam, Jerzy Sitkowski, Katarzyna Bus, Katarzyna Michalska та Arkadiusz Szterk. "Synthesis of Oxidized 3β,3′β-Disteryl Ethers and Search after High-Temperature Treatment of Sterol-Rich Samples". International Journal of Molecular Sciences 22, № 19 (2021): 10421. http://dx.doi.org/10.3390/ijms221910421.

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It was proven that sterols subjected to high-temperature treatment can be concatenated, which results in polymeric structures, e.g., 3β,3′β-disteryl ethers. However, it was also proven that due to increased temperature in oxygen-containing conditions, sterols can undergo various oxidation reactions. This study aimed to prove the existence and perform quantitative analysis of oxidized 3β,3′β-disteryl ethers, which could form during high-temperature treatment of sterol-rich samples. Samples were heated at 180, 200 and 220 °C for 0.5 to 4 h. Quantitative analyses of the oxidized 3β,3′β-disteryl e
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3

Dachavaram, Soma Shekar, Narsimha R. Penthala, Julie L. Calahan, Eric J. Munson, and Peter A. Crooks. "Highly sulphated cellulose: a versatile, reusable and selective desilylating agent for deprotection of alcoholic TBDMS ethers." Organic & Biomolecular Chemistry 16, no. 33 (2018): 6057–62. http://dx.doi.org/10.1039/c8ob01438h.

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A mild, effcient protocol was developed for the deprotection of alcoholic TBDMS ethers using highly sulphated HS-cellulose sulphate catalyst, which selectively cleaves alcoholic TBDMS ethers in bis-TBDMS ethers containing both alcoholic and phenolic TBDMS ether moieties.
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4

Palanychamy, Prakas, Steven Lim, Yeow Hong Yap, and Loong Kong Leong. "Critical Review of the Various Reaction Mechanisms for Glycerol Etherification." Catalysts 12, no. 11 (2022): 1487. http://dx.doi.org/10.3390/catal12111487.

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This review provides in-depth coverage of numerous mechanisms available for the etherification process of glycerol, including alcohol solvent, olefin solvent and solvent-free routes along with products that are formed at various stages of the reaction. Mono tert-butyl glycerol ether (MTBG), di tert-butyl glycerol ether (DTBG), and tri tert-butyl glycerol ether (TTBG) are the three general ether compounds obtained through tert-butyl alcohol (TBA) etherification. Glycerol etherification with n-butanol results in the formation of glycerol ether products that are linked to the substituted butyl gr
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5

Modrzakowski, Malcolm C., and William R. Finnerty. "Intermediary metabolism of Acinetobacter grown on dialkyl ethers." Canadian Journal of Microbiology 35, no. 11 (1989): 1031–36. http://dx.doi.org/10.1139/m89-171.

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The microbial dissimilation of long-chain dialkyl ethers by Acinetobacter sp. H01-N involved a terminal methyl group oxidation of the dialkyl ether substrates, resulting in the formation of ether oxygen containing fatty acids of corresponding chain length. An internal carbon–carbon scission of the dialkyl ethers resulted in the formation of end-product ether fatty acids and corresponding dicarboxylic acids. Cellular carbon and energy were derived from the subsequent metabolism of the dicarboxylic acids. Dicarboxylic acid oxidation, activation, and identification of cellular dicarboxylic acids
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6

Ragauskas, Arthur J., and J. B. Stothers. "13C magnetic resonance studies. 120. The Simmons–Smith reaction with some silyl enol ethers. Unusual ring expansions of some norcamphorsti." Canadian Journal of Chemistry 63, no. 11 (1985): 2969–74. http://dx.doi.org/10.1139/v85-492.

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Unexpected difficulties with Simmons–Smith cyclopropanation of the trimethylsilyl enol ether of exo-tricyclo[3.2.1.02,4]-octan-6-one led to a reexamination of this reaction with the parent norcamphor derivative which under "concentrated" conditions gave ring-expanded allylic ethers in low yield. With the tert-butyldimethylsilyl ethers, however, the allylic product is formed in high yield in the norcamphor and exo-trimethylenenorcamphor (tricyclo[5.2.1.02,6]decan-8-one) systems. The tert-butyldimethylsilyl enol ethers of bicyclo[3.2.1]octan-6-one and nopinone do not undergo ring expansion under
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7

Sireesha, Reddymasu, Reddymasu Sreenivasulu, Choragudi Chandrasekhar, and Mannam Subba Rao. "A Facile, Efficient and Selective Deprotection of P - Methoxy Benzyl Ethers Using Zinc (II) Trifluoromethanesulfonate." Letters in Organic Chemistry 16, no. 12 (2019): 955–58. http://dx.doi.org/10.2174/1570178616666190222151934.

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: Deprotection is significant and conducted over mild reaction conditions, in order to restrict any more side reactions with sensitive functional groups as well as racemization or epimerization of stereo center because the protective groups are often cleaved at last stage in the synthesis. P - Methoxy benzyl (PMB) ether appears unique due to its easy introduction and removal than the other benzyl ether protecting groups. A facile, efficient and highly selective cleavage of P - methoxy benzyl ethers was reported by using 20 mole% Zinc (II) Trifluoromethanesulfonate at room temperature in aceton
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8

Mireles, Raul, Joaquin Ramirez-Ramirez, Miguel Alcalde, and Marcela Ayala. "Ether Oxidation by an Evolved Fungal Heme-Peroxygenase: Insights into Substrate Recognition and Reactivity." Journal of Fungi 7, no. 8 (2021): 608. http://dx.doi.org/10.3390/jof7080608.

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Ethers can be found in the environment as structural, active or even pollutant molecules, although their degradation is not efficient under environmental conditions. Fungal unspecific heme-peroxygenases (UPO were reported to degrade low-molecular-weight ethers through an H2O2-dependent oxidative cleavage mechanism. Here, we report the oxidation of a series of structurally related aromatic ethers, catalyzed by a laboratory-evolved UPO (PaDa-I) aimed at elucidating the factors influencing this unusual biochemical reaction. Although some of the studied ethers were substrates of the enzyme, they w
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9

Ghosh, Arun, Anthony Tomaine, and Kelsey Cantwell. "Lewis Acid Mediated Cyclizations: Diastereoselective Synthesis of Six- to Eight-Membered Substituted Cyclic Ethers." Synthesis 49, no. 18 (2017): 4229–46. http://dx.doi.org/10.1055/s-0036-1589054.

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Cyclic ethers are widely abundant in natural products. Cyclic ether templates are also utilized in drug design and medicinal chemistry. Although the synthetic processes for this class of compounds have been studied extensively with respect to five- and six-membered rings, medium-sized cyclic ethers are synthetically more challenging due to a variety of factors. Herein, we report our results on the Lewis acid catalyzed synthesis of medium-sized cyclic ethers in a diastereoselective manner.
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10

Verevkin, Sergey P., and Aleksandra A. Zhabina. "Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback”." Chemistry 5, no. 2 (2023): 1171–89. http://dx.doi.org/10.3390/chemistry5020079.

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Ethylene glycol (EG) produced from biomass is a promising candidate for several new applications. In this paper, EG derivatives such as mono- and di-tert-butyl ethers are considered. However, accurate thermodynamic data are essential to optimise the technology of the direct tert-butyl ether EG synthesis reaction or reverse process isobutene release. The aim of this work is to measure the vapour pressures and combustion energies for these ethers and determine the vaporisation enthalpies and enthalpies of formation from these measurements. Methods based on the First and Second Law of Thermodynam
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11

Iranpoor, Nasser, Habib Firouzabadi, and Mohammad Gholinejad. "4-Aminophenyldiphenylphosphinite (APDPP), a new heterogeneous and acid scavenger phosphinite — Conversion of alcohols, trimethylsilyl, and tetrahydropyranyl ethers to alkyl halides with halogens or N-halosuccinimides." Canadian Journal of Chemistry 84, no. 7 (2006): 1006–12. http://dx.doi.org/10.1139/v06-120.

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A new heterogeneous phosphinite, 4-aminophenyldiphenylphosphinite (APDPP), is prepared and used for the efficient conversion of alcohols, trimethylsilyl ethers, and tetrahydropyranyl ethers to their corresponding bromides, iodides, and chlorides in the presence of molecular halogens or N-halosuccinimides. The amino group in this phosphinite acts as an acid scavenger and removes the produced acid. A simple filtration easily removes the phosphinate by-product.Key words: 4-aminophenyldiphenylphosphinite, alcohol, trimethylsilyl ether, tetrahydropyranyl ether, alkyl halide.
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12

Hajko, J., G. Szabovik, J. Kerekgyarto, M. Kajtar, and A. Liptak. "Hydrogenolysis of the 4,6-O-Ketals of Glucopyranosides. Configuration-Dependent High Regio- and Stereo-Selectivity of the Diastereoisomeric Acetophenone Derivatives." Australian Journal of Chemistry 49, no. 3 (1996): 357. http://dx.doi.org/10.1071/ch9960357.

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Hydrogenolysis (reductive cleavage) of the (R) isomers of the acetophenone 4,6-O-derivatives of glucopyranosides with LiAlH4/AlCl3 gives the 4-O-(1'-phenylethyl) ethers with (R) configuration; the corresponding (S) isomers produce the respective (R) 6-O-(1'-phenylethyl ) ethers are produced. The hydrogenolysis of other 4,6-O-ketals affords O 4 ether derivatives; the two diastereoisomeric 4,6-O-s-butylidene derivatives (cyclic ketals ) give O 4-ethers with the opposite absolute configuration. The stereoselectivity of these reactions is explained by the development of a four-centre transition st
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13

Navarro, Jaume. "Killed by its own obituaries: Explaining the demise of the ether." Science in Context 34, no. 2 (2021): 209–25. http://dx.doi.org/10.1017/s0269889722000175.

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ArgumentIn this paper I follow the demise of the ether in the first half of the twentieth century to show how the first obituaries of the ether were instrumental in creating an object with specific and largely simplified properties related to, but different from, nineteenth-century ethers. I suggest that writing the history of dead objects (or objects an author wants to be dead) is not epistemologically neutral but, on the contrary, it involves a reformulation of the object itself. I show that this was indeed the case with the ether: those arguing for its demise in the early twentieth century
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14

Andersen, F. Alan. "Special Report: Reproductive and Developmental Toxicity of Ethylene Glycol and Its Ethers." International Journal of Toxicology 18, no. 2_suppl (1999): 53–67. http://dx.doi.org/10.1177/109158189901800208.

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Polymers of Ethylene Glycol are linked via ether linkages with various alcohols or via ester linkages to various fatty acids in many cosmetic ingredients. Ethylene Glycol, when reacted with an alkyl alcohol, forms an ethylene glycol monoalkyl ether. These compounds are metabolized in the human body by alcohol dehydrogenase and aldehyde dehydrogenase to form corresponding acetaldehyde and acetic acid derivatives. Data are presented that show reproductive and developmental toxicity is associated with metabolites of ethylene glycol monoalkyl ethers, but not with the monoalkyl ethers themselves. F
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15

Sang, Dayong, Jiahui Wang, Yun Zheng, et al. "Carbodiimides as Acid Scavengers in Aluminum Triiodide Induced Cleavage of Alkyl Aryl Ethers." Synthesis 49, no. 12 (2017): 2721–26. http://dx.doi.org/10.1055/s-0036-1588755.

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A practical procedure for the cleavage of alkyl aryl ethers containing labile functional groups has been developed using aluminum triiodide as the ether cleaving reagent. Carbodiimides, typically used as dehydration reagents for the coupling of amines and carboxylic acids to yield amide bonds, are found to be effective hydrogen iodide scavengers that prevent acid-labile groups from deterioration. The method is applicable to variant alkyl aryl ethers such as eugenol, vanillin, ortho-vanillin and methyl eugenol. Suitable substrates are not limited to alkyl o-hydroxyphenyl ethers.
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16

Fronczek, Frank R., Richard D. Gandour, Thomas M. Fyles, Philippa J. Hocking, Susan J. McDermid, and P. Daniel Wotton. "Polycarboxylate crown ethers from meso-tartaric acid." Canadian Journal of Chemistry 69, no. 1 (1991): 12–19. http://dx.doi.org/10.1139/v91-003.

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The synthesis of crown ethers derived from meso-tartaric acid was investigated. The sodium salt of the bis(dimethylamide) of meso-tartaric acid reacted with diethylene glycol ditosylate to give a mixture of 18-crown-6 tetraamide and 27-crown-9 hexaamide crown ethers. The 2R,3S,11S,12R 18-crown-6 isomer crystallized in triclinic space group [Formula: see text] (a = 7.557(2), b = 8.866(2), c = 10.4133(13) Å, α = 94.13(2), β = 95.86(2), γ = 99.26(2)°, R = 0.040 for 2090 observed of 3129 unique reflections). The structures of the remaining products were then assigned from the NMR spectra. The solu
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17

Pranowo, Harno Dwi, and Chairil Anwar. "INTERACTION BETWEEN Li+ CATION WITH CROWN ETHERS OF Bz15C5, DBz16C5 AND DBz18C6: MOLECULAR MODELING BASE ON MNDO/d SEMIEMPIRICAL METHOD." Indonesian Journal of Chemistry 3, no. 1 (2010): 55–66. http://dx.doi.org/10.22146/ijc.21906.

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The aim of this research is to find information about the substituent effect to the structure of crown ether benzo-15-crown-5 (Bz15C5), dibenzo-16-crown-5 (DBz16C5) and dibenzo-18-crown-6 (DBz18C6), and also crown ether selectivity to coordinate a Li+ metal cation. The presence of substituent could change the conformations flexibility of crown ether during interact with metal cation. In this research semi empirical MNDO/d method was used for calculations. Firstly, geometry optimization was conducted to crown ethers structure using MNDO/d methods. The next steps were running the geometry optimi
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18

Szemenyei, Balázs, Balázs Novotny, Sarolta Zsolnai, et al. "Push or Pull for a Better Selectivity? A Study on the Electronic Effects of Substituents of the Pyridine Ring on the Enantiomeric Recognition of Chiral Pyridino-18-Crown-6 Ethers." Symmetry 12, no. 11 (2020): 1795. http://dx.doi.org/10.3390/sym12111795.

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Seven dimethyl-substituted optically active pyridino-18-crown-6 ethers containing various substituents at position 4 of the pyridine ring were studied with regards to the electron-donating and -withdrawing effects of substituents on enantiomeric recognition. In order to compile this set of compounds, we prepared four novel pyridino-18-crown-6 ethers, including an intermediate of a new synthetic route for a formerly reported crown ether. The discriminating ability of these pyridino-crown ethers with C2-symmetry toward the enantiomers of protonated primary amines was examined by isothermal titra
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19

Hosoya, Akihiro, Tadashi Narita, and Hiroshi Hamana. "Radical Additions of Heptafluoropropyl Trifluorovinyl Ether." Collection of Czechoslovak Chemical Communications 73, no. 12 (2008): 1663–70. http://dx.doi.org/10.1135/cccc20081663.

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The radical addition reactions of heptafluoropropyl trifluorovinyl ether (CF2=CF-O-C3F7) with cyclic ethers such as tetrahydrofuran, tetrahydropyran, 1,4-dioxane and 1,3-dioxolane were investigated to afford the corresponding one to one addition products in fairly high yields in the presence of dibenzoyl peroxide at 60 °C. The method provides a facile way to prepare cyclic ethers possessing fluoroalkyl substituents.
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20

Ollevier, Thierry, and Topwe M. Mwene-Mbeja. "Diastereoselective bismuth triflate catalyzed Claisen rearrangement of 2-alkoxycarbonyl-substituted allyl vinyl ethers." Canadian Journal of Chemistry 86, no. 3 (2008): 209–12. http://dx.doi.org/10.1139/v07-149.

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In the presence of a catalytic amount of bismuth triflate, 2-alkoxycarbonyl-substituted allyl vinyl ethers as a mixture of enol ether double bond isomers were smoothly converted into the β,γ-alkyl-substituted α-keto esters. The isomerization reaction proceeded rapidly to afford smoothly the α-keto esters in good to excellent yields using catalytic amounts of Bi(OTf)3·4H2O (1 mol%). (Z,Z)-2-iso-Propyloxycarbonyl-substituted allyl vinyl ethers 3Z,Z afforded the corresponding β,γ-alkyl-substituted α-keto esters 4 with very good syn diastereoselectivity.Key words: bismuth; bismuth(III) triflate; C
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21

Melnyk, Yu, and S. Melnyk. "Effect of crown ethers and polyglycols on the catalytic oxidation of cyclohexane and alkylarenes." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 4 (September 2024): 116–23. http://dx.doi.org/10.32434/0321-4095-2024-155-4-116-123.

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The effect of crown ethers and polyglycols on the liquid-phase oxidation of cyclohexane and alkylaromatic hydrocarbons (toluene and p-xylene) with molecular oxygen catalyzed by transition metal salts has been investigated. It has been determined that crown ethers increase the reaction rate at both low and high conversion levels of cyclohexane and alkylaromatic hydrocarbons. The additives under study primarily affect the selectivity of the oxidation products. Crown ether and polyglycol additives to cobalt naphthenate increase the cyclohexanone to cyclohexanol molar ratio in cyclohexane oxidatio
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22

Schuster, Judith, Jessica Purswani, Uta Breuer, et al. "Constitutive Expression of the Cytochrome P450 EthABCD Monooxygenase System Enables Degradation of Synthetic Dialkyl Ethers in Aquincola tertiaricarbonis L108." Applied and Environmental Microbiology 79, no. 7 (2013): 2321–27. http://dx.doi.org/10.1128/aem.03348-12.

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ABSTRACTInRhodococcus ruberIFP 2001,Rhodococcus zopfiiIFP 2005, andGordoniasp. strain IFP 2009, the cytochrome P450 monooxygenase EthABCD catalyzes hydroxylation of methoxy and ethoxy residues in the fuel oxygenates methyltert-butyl ether (MTBE), ethyltert-butyl ether (ETBE), andtert-amyl methyl ether (TAME). The expression of the IS3-type transposase-flankedethgenes is ETBE dependent and controlled by the regulator EthR (C. Malandain et al., FEMS Microbiol. Ecol. 72:289–296, 2010). In contrast, we demonstrated by reverse transcription-quantitative PCR (RT-qPCR) that the betaproteobacteriumAqu
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23

Taniguchi, Takashi, Yasuaki Taketomo, Mizuki Moriyama, Noritada Matsuo, and Yoo Tanabe. "Synthesis and Stereostructure-Activity Relationship of Novel Pyrethroids Possessing two Asymmetric Centers on a Cyclopropane Ring." Molecules 24, no. 6 (2019): 1023. http://dx.doi.org/10.3390/molecules24061023.

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2-Methylcyclopropane pyrethroid insecticides bearing chiral cyanohydrin esters or chiral ethers and two asymmetric centers on the cyclopropane ring, were synthesized. These compounds were designed using a “reverse connection approach” between the isopropyl group in Fenvalerate, and between two dimethyl groups in an Etofenprox analogue (the methyl, ethyl form), respectively. These syntheses were achieved by accessible ring opening reactions of commercially available (±)-, (R)-, and (S)-propylene oxides using 4-chlorobenzyl cyanide anion as the crucial step, giving good overall yield of the prod
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24

Aikawa, Haruo, Tetsuro Kaneko, Naoki Asao, and Yoshinori Yamamoto. "Gold-catalyzed alkylation of silyl enol ethers with ortho-alkynylbenzoic acid esters." Beilstein Journal of Organic Chemistry 7 (May 20, 2011): 648–52. http://dx.doi.org/10.3762/bjoc.7.76.

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Unprecedented alkylation of silyl enol ethers has been developed by the use of ortho-alkynylbenzoic acid alkyl esters as alkylating agents in the presence of a gold catalyst. The reaction probably proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack on the silyl enol ethers. The generated leaving compound abstracts a proton to regenerate the silyl enol ether structure.
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25

Štěpánek, Petr, Ondřej Vích, Lukáš Werner, Ladislav Kniežo, Hana Dvořáková та Pavel Vojtíšek. "Stereoselective Preparation of Precursors of α-C-(1→3)-Disaccharides". Collection of Czechoslovak Chemical Communications 70, № 9 (2005): 1411–28. http://dx.doi.org/10.1135/cccc20051411.

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The stereoselectivity of cycloaddition of sugar-containing substituted 1-(thiazol-2-yl)but-2-en-1-ones 1 and vinyl ethers was studied using the achiral vinyl ether/chiral catalyst as well as the chiral vinyl ether/achiral catalyst combinations. It has been shown that Eu(fod)3-catalyzed cycloaddition of oxadienes 1a-1e with the chiral vinyl ethers 9 and 10 affords stereoselectively almost pure cycloadducts 11a-11e and 12a-12e, respectively. The obtained cycloadducts are suitable precursors for the synthesis of α-C-(1→3)-disaccharides, containing 2-deoxy-arabino-hexopyranose moiety of D- or L-co
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26

Masiunas, John B. "Tomato (Lycopersicon esculentum) Tolerance to Diphenyl Ether Herbicides Applied Postemergence." Weed Technology 3, no. 4 (1989): 602–7. http://dx.doi.org/10.1017/s0890037x00032887.

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Tolerance of tomato cultivars to diphenyl ether herbicides applied postemergence was determined in greenhouse and field experiments. In greenhouse experiments, tomato cultivar tolerance differed, but acifluorfen injured all genotypes. ‘Carmen’, ‘PetoPride 2’ and ‘Heinz 1350’ tolerated acifluorfen while ‘Advantage’, and ‘Red Plum’ were susceptible. Growth habit and tolerance to 1.1 kg ae/ha acifluorfen was significantly correlated (r2= 0.24). Field-planted tomato cultivars' tolerance to diphenyl ether herbicides applied postemergence differed. Heinz 1350 and ‘Veeroma’ tolerated diphenyl ethers,
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27

Esseffar, M'hamed, Mohamed El Mouhtadi, José-Luis M. Abboud, José Elguero, and Daniel Liotard. "Étude théorique (AM1) de l'affinité protonique des polyéthers cycliques (éthers couronnes) et non cycliques (glymes)." Canadian Journal of Chemistry 69, no. 12 (1991): 1970–75. http://dx.doi.org/10.1139/v91-283.

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Semi-empirical calculations at the AM1 level have been used to study the proton affinity (PA) of polyether compounds (dioxane, glymes, and crown ethers). The calculated values, although systematically lower than the experimental ones, are linearly correlated with eight experimental PA's (r = 0.993). Taking into account the considerable conformational changes that take place upon protonation, the result is highly satisfactory and provides an estimate of proton affinity for 9-ether-crown-3 (206.5 kcal mol−1) and glyme-5 (231.1 kcal mol−1). Moreover, this work provides a rationale for the fact th
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28

Schaefer, Ted, Kerry J. Cox, Cherrie L. Morier, Christian Beaulieu, Rudy Sebastian, and Glenn H. Penner. "Motion about the bond in benzyl OR (R = CH3, CH2CH3, CH(CH3)2, C(CH3)3). Solvent and substituent dependence." Canadian Journal of Chemistry 68, no. 9 (1990): 1553–58. http://dx.doi.org/10.1139/v90-240.

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The 1H nuclear magnetic resonance spectral parameters of benzyl alkyl ethers (CH3, CH2CH3, CH(CH3)2, and C(CH3)3) in CS2 and acetone-d6 solutions are obtained, as are those for the 3,5-dichloro derivatives (CH3, CH2CH3, and CH(CH3)3) in acetone-d6 solution. The long-range coupling constants between the methylene and para ring protons show that the apparent twofold barrier to rotation about the [Formula: see text] bond is solvent and ring-substituent dependent. The apparent twofold barrier ranges from a vanishing value for benzyl methyl ether in CS2 solution to as much as 4.6 kJ/mol for 3,5-dic
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29

Li, Yiting, Song Sun, Jiang Cheng, and Jin-Tao Yu. "Alkylarylation of N-allylbenzamides and N-allylanilines with simple ethers for the direct construction of ether substituted dihydroisoquinolinones and indolines." Organic & Biomolecular Chemistry 18, no. 4 (2020): 650–54. http://dx.doi.org/10.1039/c9ob02565k.

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30

Samoylov, V. O., T. I. Stolonogova, D. N. Ramazanov, et al. "tert-Butyl Ethers of Renewable Diols as Oxygenated Additives for Motor Gasoline. Part I: Glycerol and Propylene Glycol Ethers." Нефтехимия 63, no. 2 (2023): 220–30. http://dx.doi.org/10.31857/s0028242123020065.

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The study investigates tert-butoxy alkanols (otherwise defined as polyol tert-butyl ethers) that have vicinal tert-butoxy and hydroxy groups in their molecules from the perspective of their usability as oxygenated additives for motor gasoline. A series of propylene glycol mono-tert-butyl ether (PTBE) and glycerol di-tert-butyl ether (di-GTBE) samples were prepared: PTBE by direct acid-catalytic alkylation of diols with tert-butanol, and di-GTBE by alkylation of epichlorohydrin. Adding PTBE and di-GTBE to base motor gasoline was found to improve its antiknock performance: the average blending r
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31

Anantanarayan, Ashok, and Thomas M. Fyles. "Polycarboxylate diaza crown ethers derived from R,R-(+)-tartaric acid: synthesis and complexation of metal ions." Canadian Journal of Chemistry 68, no. 8 (1990): 1338–51. http://dx.doi.org/10.1139/v90-206.

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The synthesis and complexation properties of polycarboxylate diaza crown ethers based on R,R-(+)-tartaric acid are described. Cesium carbonate mediated macrocyclization of a bis-tosylamide precursor with a bis-tosylate precursor provided the protected crown ethers. Photochemical deprotection of the tosylamides and hydrolysis of the carboxamides yielded dicarboxylic and tetracarboxylic acid derivatives of 1,10-diaza-18-crown-6. N-Methylenecarboxylate (N-acetate) derivatives were prepared by N-alkylation with bromoacetic acid. The synthetic and purification procedures developed provide samples o
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32

Perrott, A. L., H. J. P. De Lijser та D. R. Arnold. "The importance of conformational effects on the carbon–carbon bond cleavage of β-phenethyl ether radical cations". Canadian Journal of Chemistry 75, № 4 (1997): 384–97. http://dx.doi.org/10.1139/v97-044.

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The photosensitized (electron transfer) bond cleavage of some β-phenylethyl ether radical cations has been investigated. In previous studies the feasibility of the bond cleavage was thought to depend on the bond dissociation energy (BDE). However, this simple hypothesis led to several incorrect predictions and therefore additional criteria, conformational effects, were added to the hypothesis. This study has now been extended and additional examples of the importance of the conformation on the carbon–carbon bond cleavage of radical cations are provided. The four β-phenylethyl ethers studied ar
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33

Saengarun, Chakrapong, Amorn Petsom, and Duangamol Nuntasri Tungasmita. "Etherification of Glycerol with Propylene or 1-Butene for Fuel Additives." Scientific World Journal 2017 (2017): 1–11. http://dx.doi.org/10.1155/2017/4089036.

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The etherification of glycerol with propylene over acidic heterogeneous catalysts, Amberlyst-15, S100, and S200 resins, produced mono-propyl glycerol ethers (MPGEs), 1,3-di- and 1,2-di-propyl glycerol ethers (DPGEs), and tri-propyl glycerol ether (TPGE). The propylation of glycerol over Amberlyst-15 yielded only TPGE. The glycerol etherification with 1-butene over Amberlyst-15 and S200 resins produced 1-mono-, 2-mono-, 1,2-di-, and 1,3-di-butyl glycerol ethers (1-MBGE, 2-MBGE, 1,2-DBGE, and 1,3-DBGE). The use of Amberlyst-15 resulted in the propylation and butylation of glycerol with higher yi
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34

Mao, Ying, Min Cao, Xiaoguang Pan та ін. "Bimolecular oxidative C–H alkynylation of α-substituted isochromans". Organic Chemistry Frontiers 6, № 12 (2019): 2028–31. http://dx.doi.org/10.1039/c9qo00352e.

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35

Taguchi, Hiroyasu, Bela Paal, and Wilfred L. F. Armarego. "Glyceryl-Ether Monooxygenase [EC 1.14.16.5J Part VIII. Probing the Nature of the Active Site." Pteridines 6, no. 2 (1995): 45–57. http://dx.doi.org/10.1515/pteridines.1995.6.2.45.

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Summary The V /K kinetic parameters for glyceryl-ether monooxygenase with 3-1 '-n-alkoxypropane-I,2-diols having alkyl sidechains varying from Cll to C22 (lb-k, 2a and b, and 3d) were determined. Maximum activity was found with the CI6 ethers, dropping almost to zero with ethers that have sidechains shorter than Cl2 and longer than C19. The thioether analogues with C16 and CI8 sidechains were poorer substrates than the respective oxygen ethers by one order of magnitude. The kinetic parameters for 2-1 '-n-hexadecyloxy- (6a) and 2-1 '-n-octadecyloxy- (6d) ethanol revealed that they were also bet
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36

Han, Jianhua, Kuanyu Yuan, Cheng Liu, Jinyan Wang, and Xigao Jian. "Donor–acceptor copolymers containing the phthalazinone–thiophene structure synthesized by classical nucleophilic aromatic polymerization." RSC Advances 5, no. 39 (2015): 30445–55. http://dx.doi.org/10.1039/c5ra03771a.

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37

Metzger, Pierre, and Eliette Casadevall. "Botryococcoid ethers, ether lipids from Botryococcus braunii." Phytochemistry 30, no. 5 (1991): 1439–44. http://dx.doi.org/10.1016/0031-9422(91)84181-q.

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38

Jiang, Dandan, Jun Xiao, Yingzhen Zhang, Kunming Liu, Juanhua Li, and Jinbiao Liu. "Lewis Acid-Initiated Ring-Opening Reactions of Five- and Six-Membered Cyclic Ethers Based on the Oxonium Ylide Intermediates." Organics 5, no. 3 (2024): 219–36. http://dx.doi.org/10.3390/org5030011.

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In light of the small ring strain of five/six-membered cyclic ethers, constructing complex molecules via ring-opening reactions has consistently been a highly challenging topic in organic synthesis. Induced by Lewis acids, the charge redistribution in cyclic ethers forms oxonium ylide intermediates, thereby activating the C–O bond and subsequently facilitating nucleophilic attack for ring opening. In recent years, a variety of novel Lewis acids, encompassing those with new metal centers and frustrated Lewis pairs (FLPs), have been effectively utilized to induce the formation of oxonium ylides,
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39

Mulero, A., I. Cachadiña, and A. Becerra. "Recommended Correlations for the Surface Tension of Ethers." Journal of Physical and Chemical Reference Data 52, no. 1 (2023): 013103. http://dx.doi.org/10.1063/5.0139446.

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Surface tension values for 82 ethers have been compiled from databases, books, and papers in the literature. The data were carefully screened, and finally, 2122 values were selected. Each fluid dataset has been fitted with the Guggenheim–Katayama correlation with two, four, or six adjustable parameters, except diphenyl ether, for which the data taken from different sources clearly disagree. Thus, recommended correlations are proposed for 81 ethers. The proposed correlations provide mean absolute deviations equal to or below 0.5 mN/m and mean absolute percentage deviations below 2.6% for 79 eth
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40

Li, Jianxiao, Dan He, Zidong Lin, Liying Cen, Wanqing Wu, and Huanfeng Jiang. "NHC–palladium-catalyzed ionic liquid-accelerated regioselective oxyarylation of alkynes with diaryl ethers." Green Chemistry 24, no. 5 (2022): 1983–88. http://dx.doi.org/10.1039/d1gc04556c.

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41

Jin, Qingwu, and Robert M. Coates. "Synthesis of Methoxynor Polyisoprenoid Alcohols by Alkylation of (3-Methoxyallyl)lithium Reagents." Collection of Czechoslovak Chemical Communications 67, no. 1 (2002): 55–74. http://dx.doi.org/10.1135/cccc20020055.

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A series of six methyl enol ether analogs 8-13 of geraniol, (E,E)-farnesol, and (E,E,E)-geranylgeraniol was synthesized from a group of three allylic methyl ethers and three allylic chlorides. Lithiation of the 1-methyl-, or 1-alkenylvinyl ethers with sec-butyllithium at -78 °C followed by alkylations of the resulting (Z)-(3-methoxyallyl)lithium reagents afforded the six possible Z-configured(trans) methoxynor polyprenyl benzyl ethers bearing the methoxy substituent at the internal and terminal double bonds with high Z/E ratios (5 : 1-31 : 1) and 47-80% yields. Reductive cleavage of the benzyl
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42

Zaharani, Lia, and Nader Ghaffari Khaligh. "Recent Developments in Catalytic Reductive Etherifications." Malaysian Catalysis-An International Journal 2, no. 1 (2022): 21–31. http://dx.doi.org/10.22452/mcij.vol2no1.2.

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Ether derivatives are versatile organic compounds and have been applied in various fields of academia and the chemical industry. Therefore, it is highly desirable to create procedures for their manufacture that are more efficient and sustainable. Catalytic reductive etherification with carbonyl moiety such as ketones/ aldehydes and carboxylic acid derivatives has recently been recognized as a possible tool among the several techniques reported for ether production. These procedures offer promising methods to selectively produce ethers with higher molecular structures, both symmetrical and asym
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43

Tian, Juan, Dayong Sang, Xiaodong Tu, Zhoujun He, and Ming Yao. "Cleavage of Catechol Monoalkyl Ethers by Aluminum Triiodide–Dimethyl Sulfoxide." Synthesis 51, no. 03 (2018): 704–12. http://dx.doi.org/10.1055/s-0037-1610996.

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Using eugenol and vanillin as model substrates, a practical method is developed for the cleavage o-hydroxyphenyl alkyl ethers. Aluminum oxide iodide (O=AlI), generated in situ from aluminum triiodide and dimethyl sulfoxide, is the reactive ether cleaving species. The method is applicable to catechol monoalkyl ethers as well as normal phenyl alkyl ethers for the removal of methyl, ethyl, isopropyl, and benzyl groups. A variety of functional groups such as alkenyl, allyl, amide, cyano, formyl, keto, nitro, and halogen are well tolerated under the optimum conditions. Partial hydrodebromination wa
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44

Zimnicka, Magdalena M. "Crown ethers as shift reagents in peptide epimer differentiation –conclusions from examination of ac-(H)FRW-NH2 petide sequences." International Journal for Ion Mobility Spectrometry 23, no. 2 (2020): 177–88. http://dx.doi.org/10.1007/s12127-020-00271-2.

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Abstract Crown ethers with different ring sizes and substituents (18-crown-6, dibenzo-18-crown-6, dicyclohexano-18-crown-6, a chiral tetracarboxylic acid-18-crown-6 ether, dibenzo-21-crown-7, and dibenzo-30-crown-10) were evaluated as shift reagents to differentiate epimeric model peptides (tri-and tetrapeptides) using ion mobility mass spectrometry (IM-MS). The stable associates of peptide epimers with crown ethers were detected and examined using traveling-wave ion mobility time-of-flight mass spectrometer (Synapt G2-S HDMS) equipped with an electrospray ion source. The overall decrease of t
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45

Dian, Longyang, Qingyu Xing, Daisy Zhang-Negrerie, and Yunfei Du. "Direct functionalization of alkyl ethers to construct hemiaminal ether skeletons (HESs)." Organic & Biomolecular Chemistry 16, no. 24 (2018): 4384–98. http://dx.doi.org/10.1039/c8ob00793d.

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46

Ragauskas, Arthur J., and J. B. Stothers. "13C magnetic resonance studies. 119. Tricyclo[3.3.0.0] and [3.2.1.0]octanones from substituted norbornenones via cyclopropanation and homoketonization." Canadian Journal of Chemistry 63, no. 11 (1985): 2961–68. http://dx.doi.org/10.1139/v85-491.

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Simmons–Smith cyclopropanation of the trimethylsilyi enoi ethers of 7-isopropylidene- and two 7-spirocyclopropyl-norbomenones leads directly to the 8-substituted 2-trimethylsilyl ethers of homoquadricyclene. Homoketonization of the unsaturated ether proceeds regiospecifically to the corresponding tricyclo[3.3.0.02.8]octan-4-one while the others give the tricyclo[3.2.1.02.6]octan-4-ones exclusively, all with high stereoselectivity favoring inversion of configuration. This difference in the regiochemistry of homoketonization can be attributed to a directive effect of β-functionalization overcomi
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47

Oh, Young-Ho, Ju Gyeong Jeong, Dong Wook Kim, and Sungyul Lee. "Nucleophilic Reactions Using Alkali Metal Fluorides Activated by Crown Ethers and Derivatives." Catalysts 13, no. 3 (2023): 479. http://dx.doi.org/10.3390/catal13030479.

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We review crown ether-facilitated nucleophilic reactions using metal salts, presenting the studies using kinetic measurements and quantum chemical methods. We focus on the mechanistic features, specifically on the contact ion-pair (CIP) mechanism of metal salts for nucleophilic processes promoted by crown ethers and derivatives. Experimental verification of the CIP form of the metal salt CsF complexed with [18-Crown-6] by H-NMR spectroscopy is described. The use of chiral crown ethers and derivatives for enantioselective nucleophilic processes is also discussed.
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48

Vaughn, Steven F., and Gayland F. Spencer. "Synthesis and Herbicidal Activity of Modified Monoterpenes Structurally Similar to Cinmethylin." Weed Science 44, no. 1 (1996): 7–11. http://dx.doi.org/10.1017/s0043174500093474.

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The preemergence herbicide cinmethylin is a benzyl ether derivative of the monoterpene 1,4-cineole. Other oxygenated monoterpenes (carvone, citronellol, fenchone, geraniol, and pulegone) were previously found to inhibit the germination and growth of several weed species while exhibiting low phytotoxicity to soybean. Benzyl ether derivatives of these oxygenated monoterpenes were synthesized and examined for preemergence and postemergence activity towards corn, soybean, wheat, and velvetleaf. Benzyl pulegyl ether exhibited the most preemergence activity when applied directly to the soil, complet
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49

Browning, Randall G., and Steven C. Curry. "Effect of Glycol Ethers on Plasma Osmolality." Human & Experimental Toxicology 11, no. 6 (1992): 488–90. http://dx.doi.org/10.1177/096032719201100608.

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1 Glycol ethers and their alkoxyacetic acid metabolites produce a linear increase in plasma osmolality with increasing plasma concentration. 2 This change in osmolality may be too small to be clinically useful at concentrations expected in cases of acute human glycol ether poisoning.
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50

Baumstark, Alfons L., Franci Kovac, and Pedro C. Vasquez. "Oxidation of secondary alcohols and ethers by dimethyldioxirane." Canadian Journal of Chemistry 77, no. 3 (1999): 308–12. http://dx.doi.org/10.1139/v99-011.

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The oxidation of several series of secondary alcohols 2-9, ethers 10-17, and related derivatives 18 and19, by dimethyldioxirane, 1, in acetone at 25°C produced the corresponding ketones in good to excellent yields for all but two cases. (The exceptions: oxidation of 1-methoxy-2-methyl-1-phenylpropane (48%) and 1-methoxy-2,2-dimethyl-1-phenylpropane (24%).) The oxidation of the secondary alcohols was found to yield k2 values that were roughly 10-fold greater than those of the corresponding methyl ethers. The rate constant for oxidation of a silyl ether was slightly lower than that for the corre
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