- Dynamical Characterization in Aqueous Solutions of 3-Methoxy- and 3-Ethoxy-1-propanol by Ultrasonic Methods
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3-Methoxy-1-propanol and 3-ethoxy-1-propanol were synthesized through potassium propoxide from 1,3-propanediol.Ultrasonic absorptions in their aqueous solutions were measured in the frequency range from 8.5 to 220 MHz as functions of their concentrations along with the sound velocity and density.In a solution of 3-ethoxy-1-propanol, a single relaxational absorption was observed; the cause was attributed to a perturbation of an equilibrium as AB A + B, where AB represents the solute-solvent complex, A the solute and B the solvent molecules.On the other hand, no relaxational absorption was observed in a 3-methoxy-1-propanol solution up to 4 mol dm-3.The thermodynamic and the kinetic parameters were evaluated for the abovementioned process from the concentration dependences of the ultrasonic parameters in a 3-ethoxy-1-propanol solution.From evidence concerning the appearance and disappearance of ultrasonic relaxational absorption and comparisons of the rate and thermodynamic constants in aqueous solutions of various alcohols, the alternation of the water structure affected by the addition of the solutes is discussed in connection with the solute structures.The methoxyl group was explicitly found to act as a water structure breaker and the ethoxyl group to do so slightly.
- Nishikawa, Sadakatsu,Ueda, Masayuki
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Read Online
- Tetradentate phosphine ligand and preparation method thereof, hydroformylation catalyst and reaction method, and preparation method of 1, 3-propylene glycol
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The invention provides a tetradentate phosphine ligand, a preparation method of the tetradentate phosphine ligand, a hydroformylation catalyst, a reaction method of the hydroformylation catalyst and apreparation method of 1, 3-propylene glycol, and belongs to the technical field of compound materials. The general formula of the tetradentate phosphine ligand is shown in the specification, whereinR1 is hydrogen or halogen, R2 is a nitrogen-containing heterocyclic ring or a complex of the tetradentate phosphine ligand and a rhodium complex, can be used for carrying out a hydroformylation catalytic reaction, and can be used for preparing 1, 3-propylene glycol.
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Paragraph 0078-0079
(2020/08/25)
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- A formal anti-Markovnikov hydroalkoxylation of allylic alcohols with a ruthenium catalyst
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Hydroalkoxylation of C-C double bonds was achieved through the use of a ruthenium catalyst. The reaction of allylic alcohols with nucleophilic alcohols was carried out in the presence of a ruthenium catalyst prepared by RuClH(CO)(PPh3)3 and 2,6-bis(n-butyliminomethyl)-4-(piperidin-1-yl)pyridine under mild reaction conditions to afford the corresponding γ-alkoxypropanols in good yield.
- Nakamura, Yushi,Ohta, Tetsuo,Oe, Yohei
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supporting information
p. 288 - 291
(2018/02/14)
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- PRODUCTION OF HYDROXY ETHER HYDROCARBONS BY LIQUID PHASE HYDROGENOLYSIS OF CYCLIC ACETALS OR CYCLIC KETALS
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A liquid phase hydrogenolysis of acetal compounds such as cyclic acetals and cyclic ketals are fed to a reaction zone and reacted in the presence of a noble metal catalyst supported on a carbon or silica support to make hydroxy ether mono-hydrocarbons in high selectivity, without the necessity to use acidic co-catalysts such as phosphorus containing acids or stabilizers such as hydroquinone.
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Page/Page column 9
(2013/02/28)
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- Synthesis and antiproliferative activity of alkylphosphocholines
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Alkylphosphocholines (APC) with one or more methylene groups in the alkyl chain replaced by oxygen atoms or carbonyl groups, or both have been assembled modularly using ω-diols as central building blocks. Out of 25 new compounds of this kind, 11 were evaluated for their antiproliferative activity on four cell lines and compared with miltefosine to evaluate their hemolytic activity (HA) and cytotoxicity on non-tumoral cells (MT2), used as markers of adverse effects. Compound 13 was more active on cancer cell lines than on non-tumoral cells and the data were similar for MTT and thymidine incorporation assays. It had less HA than miltefosine. Compound 13 could therefore be a candidate for the preparation of compounds with higher cytotoxicity on cancer cells and lower general toxicity.
- Agresta, Mandy,D'Arrigo, Paola,Fasoli, Ezio,Losi, Daniele,Pedrocchi-Fantoni, Giuseppe,Riva, Simona,Servi, Stefano,Tessaro, Davide
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p. 201 - 210
(2007/10/03)
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- High purity 1,3-propanediol derivative solvent, process for producing the same, and use thereof
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The present invention No. I is to obtain a high purity 3-alkoxy-1-propanol having the content of alcoholic impurities of not more than 0.3% by weight by allowing to react acrolein with a linear or branched alcohol having a carbon number of 1-4 using acrolein having the content of propionaldehyde of not more than 1% by weight as a raw material, a 3-alkoxy-1-propanol is produced by a hydrogenation reaction using hydrogen of a reaction mass under the presence of a catalyst, followed by recovering through a distillation of the 3-alkoxy-1-propanol having the content of alcoholic impurities of not more than 0.3% by weight from a crude solution in the hydrogenation reaction.
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- PRECURSORS OF 3-ALKOXYALKANOLS AND PROCESSES FOR THE PREPARATION OF 3-ALKOXYALKANOLS
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Processes for the preparation of 3-alkoxyalkanols useful as solvents for coating materials, photoresists, or the like.Specifcally,(1) a process which comprises reacting an α,β-unsaturated aldehyde with an alcohol in the presence of an acidic catalyst and subjecting the obtained product to hydrolysis and hydrogenation successively;(2) a process which comprises subjecting a reaction mixture obtained by the reaction of an α,β-unsaturated aldehyde with an alcohol and comprising the corresponding 1,1,3-trialkoxyalkane and 3-alkoxyalkanal to hydrolysis and hydrogenation at the same time;(3) a process which comprises recovering a 3-alkoxyalkanal through distillation as an azeotropic mixture thereof with water from a reaction solution obtained by the reaction of an alcohol with acid-containing acrolein or methacrolein prepared by the oxidation of propylene or isobutylene, and hydrogenating the recovered 3-alkoxyalkanal into the corresponding 3-alkoxyalkanol; and(4) a process which comprises bringing a gas produced by the oxidation of propylene or isobutylene Into contact with an alcohol, conducting the reaction of the gas with the alcohol to form the corresponding 1,1,3-trialkoxyalkane, and subjecting it to hydrolysis and hydrogenation.
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- Synthesis of 1,3-dibromopropane
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A method for preparation of 1,3-dibromopropane from akrolein is proposed; it consists of alkylation of the starting compound, followed by catalytic reduction of the carbonyl group and bromination.
- Fel'dman, D. P.,Stonkus, V. V.,Shimanskaya, M. V.,Avot-s, A. A.
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p. 250 - 253
(2007/10/03)
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- Organic solvent soluble polyvalent metal alkoxy alkoxides
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Organic solvent soluble alkoxides of magnesium, calcium, strontium, barium, scandium, yttrium and lanthanum are prepared by the reaction of these elements with alkoxy alcohols.
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- THE SYNTHETIC UTILITY OF DIOXYPHOSPHORANES IN ORGANIC SYNTHESIS
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Diethoxytriphenylphosphorane, DTPP, prepared by reaction of triphenylphosphine and diethyl peroxide, is a "hydrolytically active" dioxyphosphorane which promotes mild and efficient cyclodehydration of diols to cyclic ethers in neutral media.Simple 1,2-, 1,4-, and 1,5-diols afford good yields of the cyclic ethers but 1,3-propanediol and 1,6-hexanediol give mainly 3-ethoxy-1-propanol and 6-ethoxy-1-hexanol, respectively, with DTPP.Tri- and tetra-substituted 1,2-diols afford the relatively stable 1,3,2-dioxaphospholanes in the presence of DTPP and the reaction conditions dictate whether epoxides, ketones, or allylic alcohols are obtained.
- Robinson, Philip L.,Kelly, Jeffery W.,Evans, Slayton A.
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- Diethoxytriphenylphosphorane: A Mild, Regioselective Cyclodehydrating Reagent for Conversion of Diols to Cyclic Ethers. Stereochemistry, Synthetic Utility, and Scope
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Diethoxytriphenylphosphorane, Ph3P(OEt)2, prepared by reaction of triphenylphosphine and diethyl peroxide, is a "hydrolytically active" dioxyphosphorane which promotes mild cyclodehydration (40-110 deg C) of diols to cyclic ethers in neutral media.The regioselectivity in the closure of (S)-(+)-propane-1,2-diol and (R)-(-)-pentane-1,4-diol with Ph3P(OEt)2 is high (81-82 percent) while the cyclodehydration of (S)-(+)-phenylethane-1,2-diol gives racemized (+/-)-styrene oxide.Simple 1,2-, 1,4-, and 1,5-diols afford good yields of the cyclic ethers but 1,3-propanediol and 1,6-hexanediol give mainly 3-ethoxy-1-propanol and 6-ethoxy-1-hexanol, respectively with Ph3P(OEt)2.Tri- and tetra-substituted 1,2-diols afford the relatively stable 1,3,2-dioxaphospholanes (or ?-dioxyphosphoranes) in the presence of Ph3P(OEt)2, and, depending on conditions, the 1,3,2-dioxaphospholanes are selectively converted to epoxides, ketones or allylic alcohols.The carbonyl compounds arise from 1,2-hydride and 1,2-methyl migrations; the allylic alcohols are derived from thermolytic eliminations. trans-1,2-Cyclohexanediols afford essentially quantitative yields (>95 percent) of the cyclohexene oxides while cis-1,2-cyclohexanediol gives the stable 1,3,2-dioxaphospholane with Ph3P(OEt)2 which decomposes under thermal conditions to cyclohexanone (90 percent).Ph3P(OEt)2 is extremely useful for conversion of "sensitive" 1,2-diols to acidic and /or thermally labile epoxides as demonstrated by the quantitative conversion of 9,10-dihydro-trans-9,10-phenanthrenediol to 9,10-dihydrophenanthrene oxide and 2α,10-pinanediol to 2α,10-epoxypinane.
- Robinson, Philip L.,Barry, Carey N.,Kelly, Jeffery W.,Evans, Slayton A.
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p. 5210 - 5219
(2007/10/02)
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- Isomerization and Hydrogenolysis of 1,3-Dioxacycloalkanes on Metal Catalysts
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The isomerization of 5-, 6-, and 7-membered 1,3-dioxacycloalkanes to esters on various metal catalysts is reported, the hydrogenolysis pattern for this type of compound is determined, and a new reaction mechanism is proposed to interpret these catalytic processes.
- Bartok, Mihaly,Czombos, Jozsef
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p. 106 - 108
(2007/10/02)
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- Hydroisomerization of 1,3-Dioxacycloalkanes to Esters on Platinum. The Role of Hydrogen in the Isomerization.
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Experiments show that the isomerization of 1,3-dioxacycloalkanes to esters proceeds only in the presence of hydrogen, and the selectivity for ester formation can be > 90percent with optimum hydrogen coverage; new data are reported relevant to the mechanism of ester formation and the generalization of the hydroisomerization.
- Bartok, Mihaly,Czombos, Jozsef
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p. 978 - 979
(2007/10/02)
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