Tag: 100-200

Antimalarial activity enhancement in hydroxymethylcarbonyl (HMC) isostere-based dipeptidomimetics targeting malarial aspartic protease plasmepsin. [Erratum to document cited in CA150:047339] was written by Hidaka, Koushi;Kimura, Tooru;Ruben, Adam J.;Uemura, Tsuyoshi;Kamiya, Mami;Kiso, Aiko;Okamoto, Tetsuya;Tsuchiya, Yumi;Hayashi, Yoshio;Freire, Ernesto;Kiso, Yoshiaki. And the article was included in Bioorganic & Medicinal Chemistry in 2009.Category: ethers-buliding-blocks This article mentions the following:

On page 10050, in the left column, in paragraph 1, in lines 22 and 25, “S_1′ pocket”, was incorrectly given, and should read: “S₂ pocket” and “S₂‘ pocket”, resp. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Category: ethers-buliding-blocks).

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 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.Category: ethers-buliding-blocks

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

Fabrication of Structurally Controlled Poly(n-butyl acrylate) Particles by Ab Initio Emulsion Organotellurium-Mediated Radical Polymerization. Synthesis of High Molecular Weight Homo and Block Copolymers was written by Jiang, Yuhan;Fan, Weijia;Tosaka, Masatoshi;Cunningham, Michael F.;Yamago, Shigeru. And the article was included in Macromolecules (Washington, DC, United States) in 2021.Recommanded Product: 2-(2-Methoxyethoxy)ethanol This article mentions the following:

High mol. weight (HMW) poly(Bu acrylate)s (PBAs) and diblock copolymers consisting of PBA blocks were synthesized by ab initio emulsion polymerization using water-soluble organotellurium chain transfer agents (CTAs) in water. HMW PBAs with an average mol. weight (M_n) up to 5 × 10⁵ and low dispersity (D < 1.5) were synthesized by controlling the hydrophobicity of the CTAs and surfactants. The polymerization reached >90% monomer conversion while maintaining low viscosity due to stable latex formation, and diblock copolymers were easily synthesized by adding the second monomer to a latex consisting of macroinitiators. While the presence of a termination reaction has often limited the synthesis of HMW polymers by reversible deactivation radical polymerization, high end group fidelity was confirmed under the current conditions through block copolymer synthesis. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Recommanded Product: 2-(2-Methoxyethoxy)ethanol).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) 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: 2-(2-Methoxyethoxy)ethanol

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

Oxidative degradation of wood. V. Identification of noncarboxylic aromatic products of alkaline nitrobenzene oxidation was written by Naveau, H. P.;Wu, Y. T.;Brink, D. L.;Merriman, M. M.;Bicho, J. G.. And the article was included in Tappi in 1972.Formula: C11H16O3 This article mentions the following:

Several compds, with reduced side chains, e.g. methylated vanillyl alc., dihydroconiferyl alc., and 5-hydroxymethylvanillin, were isolated by sequential methylation and extraction of the products from the alk. PhNO2 oxidation of white fir wood meal. Alk. hydrolysis of lignin structures, such as guaiacylglycerol β-aryl ether and others, probably gave intermediates which formed the above products. Alk. degradation occurred simultaneously with PhNO2 oxidation The sequential methylation gave carboxy-free and carboxy-containing fractions; further separation into compounds containing, or free of, the aldehyde function simplified gas chromatog. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Formula: C11H16O3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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.Formula: C11H16O3

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

Musk strawberries: the flavour of a formerly famous fruit reassessed was written by Pet’ka, Jan;Leitner, Erich;Parameswaran, Baskaran. And the article was included in Flavour and Fragrance Journal in 2012.Synthetic Route of C11H16O3 This article mentions the following:

Fruits of wildly growing and naturally ripened musk strawberries (Fragaria moschata) from two highland sites were studied during two seasons. The fruits were characterized on site by two flavourists and a full profile of the volatile compounds was extracted immediately after collection using solid phase extraction and analyzed by gas chromatog.-mass spectrometry (GC-MS) and gas chromatog.-olfactometry (GC-O). The aroma of whole fruits was characterized with dynamic headspace coupled to GC-MS. Single fruits evaluated on site were characterized by green, spicy, seedy and sweet exotic notes, while the fruit bunches showed a complex tropical smell. More than 100 distinctive volatile compounds were detected by GC-MS. Some of them are reported for the first time in the Fragaria species, most notably the abundant coniferyl alc. GC-O revealed that mesifuran, eugenol, Me butyrate, furaneol and 3-mercaptohexyl acetate were the key components of the highland musk strawberry flavor. A comparison of the volatile pattern with the much more known woodland strawberry (F. vesca) from a nearby location contrasted the differences in the volatile composition of the musk strawberry. Repeated anal. of fruits harvested 2 years after the first vintage confirmed these data. Copyright © 2012 John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Synthetic Route of C11H16O3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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. 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.Synthetic Route of C11H16O3

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

Synthesis of Polysubstituted 3-Methylisoquinolines through the π-Electron Cyclization/Elimination of 1-Azatrienes derived from 1,1-Dimethylhydrazine was written by Vargas, Didier F.;Larghi, Enrique L.;Kaufman, Teodoro S.. And the article was included in European Journal of Organic Chemistry in 2018.Safety of 3-Hydroxy-5-methoxybenzaldehyde This article mentions the following:

A convenient one pot microwave-assisted π-electron cyclization/aromatization approach for the synthesis of 3-methylisoquinolines I [R¹ = H, Me; R² = R³ = R⁴ = H, OMe; R⁵ = H, Me, Bn, etc.] was reported. The starting 1-azatriene derivatives were prepared in situ by reaction of 2-propenylbenzaldehydes with 1,1-dimethylhydrazine, which exhibited superior performance when compared with other hydrazine derivatives Minor amounts of the related 3,4-dihydro isoquinolines II were formed concomitantly with the isoquinolines, and a mechanism for their generation was proposed. In general, the transformation proceeded in moderate to good yields. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8Safety of 3-Hydroxy-5-methoxybenzaldehyde).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethyl ether is an excellent solvent for extractions and for a wide variety of chemical reactions. It is also used as a volatile starting fluid for diesel engines and gasoline engines in cold weather. Dimethyl ether is used as a spray propellant and refrigerant. Methyl t-butyl ether (MTBE) is a gasoline additive that boosts the octane number and reduces the amount of nitrogen-oxide pollutants in the exhaust. The ethers of ethylene glycol are used as solvents and plasticizers.Safety of 3-Hydroxy-5-methoxybenzaldehyde

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

Catalyst-free ligin valorization by acetoacetylation. Structural elucidation by comparison with model compounds was written by Krall, Eric M.;Serum, Eric M.;Sibi, Mukund P.;Webster, Dean C.. And the article was included in Green Chemistry in 2018.HPLC of Formula: 3929-47-3 This article mentions the following:

Indulin AT Kraft lignin has been chem. modified without a catalyst by reaction with t-Bu acetoacetate. Elucidation and quantification of the modified lignin structure has been facilitated by employing a series of readily prepared model compounds which isolate three of the major hydroxyl containing moieties characteristic of lignin. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3HPLC of Formula: 3929-47-3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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. 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.HPLC of Formula: 3929-47-3

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

Natural stilbenes. V. Synthesis of pinosylvin monomethyl ether was written by Spath, Ernst;Kromp, Kurt. And the article was included in Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen in 1941.COA of Formula: C8H8O3 This article mentions the following:

The difficulties encountered in digesting pine heartwood with tech. sulfite liquor unless the wood has previously been extracted with alc. or acetone are apparently due to the presence in the wood of acetone-soluble hindering substances. Erdtman (C. A. 33, 7098.5) has isolated 2 such substances in about 0.8% yield (based on the dry wood), viz. pinosylvin (I) and its mono-Me ether (II). In the course of their work on the natural stilbenes, S. and his coworkers had already synthesized I (see part IV), and in the present paper they describe the synthesis of II. 3,5-HO(MeO)C₆H₃CO₂H, m. 203-4°, was obtained in 10.1-g. yield from 27.8 g. (HO)₂C₆H₃CO₂H in 50 cc. MeOH allowed to stand 14 hrs. at 20° with 127 cc. of a solution of 3 g. Na in 100 cc. absolute MeOH and 15.7 cc. Me₂SO₄, then heated 1.5 hrs. on the water bath. Boiled 2 hrs. with AcCl, evaporated and poured into water, it gave 90% of the 3-acetoxy acid, m. 151.5-2.5°, which with boiling SOCl₂ yielded 85% of 3-acetoxy-5-methoxybenzoyl chloride, b. 90-100° (air bath) under 1 Torr; this, reduced in xylene with Pd-BaSO₄ and a moderately rapid current of H until the evolution of HCl ceased (4 hrs.), gave, through the NaHSO₃ compound, 60% of 3,5-HO(MeO)C₆H₃CHO (III), sublimes 110-20° (air bath) under 0.02 Torr, m. 130-1°. Condensation of 2 g. III with 2.08 g. PhCH₂CO₂Na and 12.5 cc. Ac₂O by heating 8 hrs. at 160° gave an oily product which was allowed to stand 12 hrs. at 20° under N with 165 cc. of 3% KOH and finally boiled 15 min. The solution, filtered from an insoluble resinous product, made faintly acid and allowed to stand 12 hrs., yielded 55% of 3′-hydroxy-5′-methoxy-α-stilbenecarboxylic acid (IV), m. 200-1°. The resinous product obtained along with IV was again boiled 1 hr. in 3% KOH, acidified and extracted with ether, yielding a cis-trans isomer (V) of IV, m. 181-2°, and depressing the m. p. of IV to 165-74°. When IV was decarboxylated by heating 4 min. at 220° with Naturkupfer C in quinoline and the resulting oil was repeatedly fractionated in a high vacuum at about 140° (air bath) no crystalline product could be obtained. After various unsuccessful attempts to convert it into a crystalline isomer, the desired isomerization was effected by heating the oil in an evacuated bomb 2.5 min. at 350°. The rearranged product (0.666 g. from 1 g. IV) b. 140° (air bath) under 0.02 Torr and, when seeded in benzene with natural II, gave 67% crystalline II, m. 121.5-2.5°, which did not depress the m. p. of natural II. V (0.05 g.) similarly decarboxylated gave 0.026 g. II. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8COA of Formula: C8H8O3).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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. 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.COA of Formula: C8H8O3

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

Heterogenized manganese catalyst for C-, and N-alkylation of ketones and amines with alcohols by pyrolysis of molecularly defined complexes was written by Ahmad, Muhammad Sohail;Inomata, Yusuke;Kida, Tetsuya. And the article was included in Molecular Catalysis in 2022.Formula: C8H10O2 This article mentions the following:

Series of organic transformations are known to be catalyzed by molecularly well-defined homogeneous catalysts, however, it is difficult to recycle. Meanwhile, heterogeneous catalysts are required in many industrial processes due to their stability, and recyclability, but it is challenging to control on a mol. level. Herein, we set out the conversion of homogenous manganese complex into heterogeneous manganese-based catalyst via pyrolyzing the pre-formed crystalline polymer. The catalyst thus produced are then utilized for C-C/C-N bond-forming reactions, such as alkylation of ketones and/or amines, utilizing primary alcs. as an alkylating agent, under nearly mild conditions liberating water as the sole byproduct. In the experiment, the researchers used many compounds, for example, (4-Methoxyphenyl)methanol (cas: 105-13-5Formula: C8H10O2).

(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. 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.Formula: C8H10O2

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

Ester linkage of p-coumaric acid in bamboo lignin was written by Nakamura, Yoshiki;Higuchi, Takayoshi. And the article was included in Holzforschung in 1976.Reference of 3929-47-3 This article mentions the following:

The maximum UV absorption of veratryl p-coumarate [61844-60-8] and 3-(3,4-dimethoxyphenyl)propyl p-coumarate [61844-61-9] as model compounds to establish the mode of ester linkage between p-coumaric acid (I) [7400-08-0] and phenylpropane moieties of MWL (II) [8068-00-6] of Phyllostachys pubesens, together with other 5 esters of I, were present at 312-14 nm which correspond to that of II, suggesting that the major portion (∼80%) of I was esterified with γ-OH groups of side chains, especially of α,β-saturated ones, in II mols. Similar results were obtained for the esterified p-hydroxybenzoic acid in poplar lignin (III) [9005-53-2]. The precipitation of the ester linkage, through which I is connected to coniferyl alc. end group in III, was also discussed. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Reference of 3929-47-3).

3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3) 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 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.Reference of 3929-47-3

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Ether | (C2H5)2O – PubChem

Synthesis of a new resorcylaldehyde was written by Mauthner, F.. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1927.COA of Formula: C8H8O3 This article mentions the following:

3,5-(HO)₂C₆H₄CO₂Me (10 g.) and 2.4 g. NaOH in 25 cc. H₂O, shaken with 6 cc. Me₂SO₄, made alk. with 50 cc. 10% NaOH and extracted with Et₂O, give after acidifying, 3.1 g. 3-hydroxy-5-methoxy-1-benzoic acid, m. 202-3°; carbomethoxy, derivative, m. 145-6°, whose chloride m. 57-8°; reduction with Pd-BaSO₄ and saponification gives 3-hydroxy-5-methoxy-1-benzaldehyde, m. 130-1° (p-nitrophenylhydrazone, red, m. 221-2°; semicarbazone, m. 197-8); with CH₂(CO₂H)₂ and piperidine it gives 3-hydroxy-5-methoxy-1-cinnamic acid, m. 198-9°. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8COA of Formula: C8H8O3).

3-Hydroxy-5-methoxybenzaldehyde (cas: 57179-35-8) 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, 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.COA of Formula: C8H8O3

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