Category: ethers-buliding-blocks

Journey of a molecule from the solid to the gas phase and vice versa: direct estimation of vapor pressure of alkaline-earth metalorganic precursors for atmospheric pressure vapor phase deposition of fluoride films was written by Lo Presti, Francesca;Pellegrino, Anna L.;Malandrino, Graziella. And the article was included in Dalton Transactions in 2022.Formula: C8H18O4 This article mentions the following:

Atm. pressure (AP) vapor phase processes such as spatial at. layer deposition (S-ALD) and AP-metalorganic chem. vapor deposition (AP-MOCVD) are becoming increasingly appealing for their use in a variety of academic and industrial applications. Evaluation of precursor vapor pressures is crucial for their application in AP processes and to this aim the Langmuir equation has been applied as a simple and straightforward method for estimating the vapor pressure and vaporization enthalpy of various metalorganic precursors. Using benzoic acid as a calibration reference, the vapor pressure-temperature curves for several alk.-earth β-diketonate fluorinated compounds, with mol. formula “M(hfa)₂·L” (with M = Mg, Ca, Sr, Ba; Hhfa = 1,1,1,5,5,5-hexafluoroacetylacetone and L = diglyme, triglyme, and tetraglyme) are derived from their termogravimetric curves. Thus, the enthalpy of vaporization of all complexes has been estimated using the Clausius-Clapeyron equation. As a proof of concept, preliminary results on the use of [Mg(hfa)₂·2H₂O]·2diglyme and [Ca(hfa)₂·diglyme·H₂O] or [Ca(hfa)₂·triglyme] as precursors for AP-MOCVD deposition of MgF₂ and CaF₂ in the form of thin films are presented. This approach may be used to easily determine vapor pressures of complexes and thus evaluate “a priori” the suitability of a compound as precursor for AP-MOCVD and/or spatial ALD. In the experiment, the researchers used many compounds, for example, 2,5,8,11-Tetraoxadodecane (cas: 112-49-2Formula: C8H18O4).

2,5,8,11-Tetraoxadodecane (cas: 112-49-2) 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. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Formula: C8H18O4

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

Synthesis and optical characterization of novel azacrown ethers containing an acridinone or an N-methylacridinone unit as potential fluorescent chemosensors was written by Moczar, Ildiko;Huszthy, Peter;Mezei, Andras;Kadar, Mihaly;Nyitrai, Jozsef;Toth, Klara. And the article was included in Tetrahedron in 2010.Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

Four new achiral and four new chiral monoazacrown ethers containing an acridinone or an N-methylacridinone fluorescent signalling unit were prepared by reacting chloromethyl-substituted acridinone derivatives with achiral monoazacrown ethers with different cavity sizes and enantiopure monoaza-18-crown-6 ethers having two Me and two isoBu groups on their chiral centers, resp. The operation of these chemosensors is based on the photoinduced electron transfer (PET) process, thus they show fluorescence enhancement in the presence of cationic guests. Their fluorescent behavior as well as their complexation properties towards selected metal ions and the enantiomers of α-(1-naphthyl)ethylammonium perchlorate and potassium mandelate were examined In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers 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.Safety of 1,4,7,10-Tetraoxa-13-azacyclopentadecane

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

Palladium- or ruthenium-catalyzed synthesis of 2-phenylindoles was written by Izumi, Taeko;Yokota, Toshiko. And the article was included in Journal of Heterocyclic Chemistry in 1992.Reference of 5367-32-8 This article mentions the following:

Allyl α-phenyl-2-aminophenethyl carbonates I (R = H, R¹ = H, Ph; R = 4-Br, 4-OCH₂Ph, R¹ = Ph) undergo a smooth decarboxylation-dehydrogenation reaction to afford 2-phenylindole derivatives II in acetonitrile at 80° in the presence of palladium complex as catalyst. In the reaction, the ruthenium hydride complex showed more effective catalytic activities. II (R = H, 4-Br, 4-OCH₂Ph, 5-OMe, 4-CO₂Et, 4-SO₂NMe₂, R¹ = Ph) were also prepared from the corresponding α-phenyl-2-aminophenethyl alcs. III and allyl Me carbonate by ruthenium-catalyzed cyclization. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Reference of 5367-32-8).

3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. 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 5367-32-8

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

Dihydroconiferyl alcohol as a gibberellin synergist in inducing lettuce hypocotyl elongation. Assessment of structure-activity relationships was written by Shibata, Kozo;Kubota, Takashi;Kamisaka, Seiichiro. And the article was included in Plant and Cell Physiology in 1975.Recommanded Product: 3-(3,4-Dimethoxyphenyl)propan-1-ol This article mentions the following:

Structure-activity relationships of the cotyledon factor were examined by testing the effect of various substances structurally related to the cotyledon factor on gibberellin-induced lettuce hypocotyl elongation. The biol. activity of the cotyledon factor, 3-(4-hydroxy-3-methoxyphenyl) propan-1-ol [2305-13-7], disappeared if the phenolic hydroxy group was masked with a methoxy or glucosyl group. Oxidation of the alc. group in the side chain to a carboxylic group decreased the biol. activity of the cotyledon factor. As to relationships between the biol. activity and length of the alkyl side chain, the propane type was found to be much more active than the methane, ethane or butane type. The presence of a C:C bond in the alkyl side chain made the cotyledon factor biol. inactive. Some antioxidants of indole-3-acetic acid were also assayed for cotyledon factor-like activity, since the cotyledon factor is a polyphenol. However, known antioxidants such as rutin, pyrocatechol, chlorogenic acid, caffeic acid and ferulic acid did not show cotyledon factor-like activity. Structural requirements of the cotyledon factor as a gibberellin synergist were discussed. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Recommanded Product: 3-(3,4-Dimethoxyphenyl)propan-1-ol).

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. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Recommanded Product: 3-(3,4-Dimethoxyphenyl)propan-1-ol

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

Iron-catalyzed oxidation of 1-phenylethanol and glycerol with hydrogen peroxide in water medium: effect of the nitrogen ligand on catalytic activity and selectivity was written by Ros, Dimitri;Gianferrara, Teresa;Crotti, Corrado;Farnetti, Erica. And the article was included in Frontiers in Chemistry (Lausanne, Switzerland) in 2020.Quality Control of 2-(2-Methoxyethoxy)ethanol This article mentions the following:

The iron(II) complexes [Fe(bpy)₃](OTf)₂ (bpy = 2,2′-bipyridine; OTf = CF₃SO₃) (1) and [Fe(bpydeg)₃](OTf)₂ (bpydeg = N⁴,N⁴-bis(2-(2-methoxyethoxy)ethyl) [2,2′-bipyridine]-4,4′-dicarboxamide) (2), the latter being a newly synthesized ligand, were employed as catalyst precursors for the oxidation of 1-phenylethanol with hydrogen peroxide in water, using either microwave or conventional heating. With the same oxidant and medium the oxidation of glycerol was also explored in the presence of 1 and 2, as well as of two similar iron(II) complexes bearing tridentate ligands, i.e., [Fe(terpy)₂](OTf)₂ (terpy = 2, 6-di(2-pyridyl)pyridine) (3) and [Fe(bpa)₂](OTf)₂ (bpa = bis(2-pyridinylmethyl)amine) (4): in most reactions the major product formed was formic acid, although with careful tuning of the exptl. conditions significant amounts of dihydroxyacetone were obtained. Addition of heterocyclic amino acids (e.g., picolinic acid) increased the reaction yields of most catalytic reactions. The effect of such additives on the evolution of the catalyst precursors was studied by spectroscopic (NMR, UV-visible) and ESI-MS techniques. In the experiment, the researchers used many compounds, for example, 2-(2-Methoxyethoxy)ethanol (cas: 111-77-3Quality Control of 2-(2-Methoxyethoxy)ethanol).

2-(2-Methoxyethoxy)ethanol (cas: 111-77-3) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. 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.Quality Control of 2-(2-Methoxyethoxy)ethanol

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

Fluorinated benzamide neuroleptics – 2. Synthesis and radiosynthesis of (S)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(3-[¹⁸F]fluoropropyl)-3-substituted-2-methoxybenzamides was written by Mukherjee, Jogeshwar. And the article was included in Applied Radiation and Isotopes in 1991.Category: ethers-buliding-blocks This article mentions the following:

Synthesis of a fluorinated benzamide neuroleptic (I) starting from 3-(3,4-dimethoxyphenyl)-1-propanol in 20-25% overall yield is reported. Radiosynthesis of II and III was carried out by nucleophilic substitution reaction of (S)-N-[1-ethyl-2-pyrrolidinyl)methyl-5-(3-tosyloxypropyl)-2-methoxybenzamide and (S)-N-[(ethyl-2-pyrrolidinyl)methyl]-5-(3-tosyloxypropyl)-2,3-dimethoxybenzamide resp., with no carrier added [¹⁸F]fluoride. Both, II and III were obtained in approx. 20-30% yields (EOS/EOB, decay corrected). Specific activities of 900-1700 Ci/mmol. for II and 800-1400 Ci/mmol. for III were obtained by reverse phase HPLC purification Total synthesis and purification time required for either II or III was 120 min from EOB. Preferential uptake of III was observed in the striatum region was observed Thus, this compound is a potentially useful ¹⁸F-fluorinated benzamide neuroleptic for imaging dopamine D-2 receptors noninvasively by using PET. In the experiment, the researchers used many compounds, for example, 3-(3,4-Dimethoxyphenyl)propan-1-ol (cas: 3929-47-3Category: ethers-buliding-blocks).

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, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil. Ethers 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

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

Enantioselective Synthesis of 1-Aryltetrahydroisoquinolines was written by Wang, Sa;Onaran, M. Burak;Seto, Christopher T.. And the article was included in Organic Letters in 2010.Product Details of 365564-07-4 This article mentions the following:

Chiral N-Boc ethylene diamine ligand I promotes the enantioselective addition of arylzinc reagents to 3,4-dihydroisoquinoline N-oxide to yield (S)-1-aryltetrahydroisoquinolines in 97-99% ee. Pinacol arylboronic esters are the optimal precursors for the arylzinc reagents. This method is applied to the enantioselective synthesis of Solifenacin (II). In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Product Details of 365564-07-4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Product Details of 365564-07-4

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

Expedient Synthesis of 3-Alkoxymethyl- and 3-Aminomethyl-Pyrazolo[3,4-b]pyridines was written by Beutner, Gregory L.;Kuethe, Jeffrey T.;Kim, Mary M.;Yasuda, Nobuyoshi. And the article was included in Journal of Organic Chemistry in 2009.Safety of 2-(4-Methoxyphenoxy)acetic acid This article mentions the following:

An effective strategy has been developed for the preparation of 3-alkoxymethyl-pyrazolo[3,4-b]pyridines, i.e. I, compounds that are currently not readily accessible by existing synthetic methods. Further manipulation of these compounds allows for access to 3-alkoxymethyl-pyrazolo[3,4-b]pyridines with a variety of substitution patterns as well as 3-aminomethyl-pyrazolo[3,4-b]pyridines. In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4Safety of 2-(4-Methoxyphenoxy)acetic acid).

2-(4-Methoxyphenoxy)acetic acid (cas: 1877-75-4) 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. 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.Safety of 2-(4-Methoxyphenoxy)acetic acid

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

Potently inhibiting cancer cell migration with novel 3H-pyrazolo[4,3-f]quinoline boronic acid ROCK inhibitors was written by Dayal, Neetu;Mikek, Clinton G.;Hernandez, Delmis;Naclerio, George A.;Yin Chu, Elizabeth Fei;Carter-Cooper, Brandon A.;Lapidus, Rena G.;Sintim, Herman O.. And the article was included in European Journal of Medicinal Chemistry in 2019.Formula: C8H9BO4 This article mentions the following:

Rho-associated protein kinases (ROCKs) are ubiquitously expressed in most adult tissues, and are involved in modulating the cytoskeleton, protein synthesis and degradation pathways, synaptic function, and autophagy to list a few. A few ROCK inhibitors, such as fasudil and netarsudil, are approved for clin. use. Here we present a new ROCK inhibitor, boronic acid containing HSD1590, which is more potent than netarsudil at binding to or inhibiting ROCK enzymic activities. This compound exhibits single digit nanomolar binding to ROCK (Kds < 2 nM) and sub-nanomolar enzymic inhibition profile (ROCK2 IC50 is 0.5 nM for HSD1590; Netarsudil, an FDA-approved drug, inhibited ROCK2 with IC50 = 11 nM under similar conditions). Whereas netarsudil was cytotoxic to breast cancer cell line, MDA-MB-231 (greater than 80% growth inhibition at concentrations greater than 5 μM), HSD1590 displayed low cytotoxicity to MDA-MB-231. Interestingly, at 1 μM HSD1590 inhibited the migration of MDA-MB-231 whereas netarsudil did not. In the experiment, the researchers used many compounds, for example, 3-Formyl-2-methoxyphenylboronic acid (cas: 480424-49-5Formula: C8H9BO4).

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, 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. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Formula: C8H9BO4

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

Synthesis and bioactivities of new triazole compounds containing aryl ether was written by Qian, Cunwei;Pang, Yan;Fang, Dong;Zong, Qianshou. And the article was included in Nongyaoxue Xuebao in 2013.Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone This article mentions the following:

A series of new triazole compounds containing aryl ethers were designed and synthesized. The structures of all new compounds were confirmed by ¹H NMR, ¹³C NMR spectra and elemental anal. Preliminary bioassay results indicated that some compounds exhibited certain plant growth regulatory activities. In the experiment, the researchers used many compounds, for example, 1-(4-(4-Methoxyphenoxy)phenyl)ethanone (cas: 54916-28-8Name: 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. 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.Name: 1-(4-(4-Methoxyphenoxy)phenyl)ethanone

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