118606-97-6Relevant articles and documents
Takegami et al.
, p. 935,939 (1964)
Substrate inhibition in ruthenium(III) catalyzed oxidation of propane-1,3-diol by periodate in acidic medium: A kinetic study
Koteswara Rao,Nadh, R. Venkata,Ratnam, K. Venkata
, p. 1569 - 1575 (2020)
Ruthenium(III) catalyzed oxidation of propane-1,3-diol by potassium periodate was studied in aqueous perchloric acid medium. Orders of reaction with respect to concentrations of oxidant, substrate, acid and catalyst were determined. First order in oxidant and catalyst concentrations, and inverse fractional order in acid medium were observed. In addition, substrate inhibition (i.e. a decrease in reaction rate with an increase in substrate concentration) was observed. Effect of addition of salt and solvent was studied. Based on the studies of temperature variation, Arrhenius parameters were calculated. Plausible mechanism was also proposed based on observed kinetics.
Micellar effect on hetero-aromatic nitrogen base promoted chromic acid oxidation of 1.3-propanediol in aqueous media at room temperature
Malik, Susanta,Saha, Debabrata,Mondal, Monohar Hossain,Sar, Pintu,Ghosh, Aniruddha,Mahali, Kalachand,Saha, Bidyut
, p. 207 - 216 (2017)
Surfactants are classified on the basis of the nature of the hydrophilic groups. Surfactant micelle represents a tiny template or nanoreactor which is generally used for preparing nano-structured materials of desired sizes and shapes with required functionalities. In this present investigation chromic acid oxidation of 1.3-propanediol (1.3-PDO) to 3-hydroxy propionaldehyde (3-HPA) was carried out by using four representative promoters: picolinic acid (PA), 2.3-pyridine dicarboxylic acid (2.3 diPA), 2.2′-bipyridine (bipy) and 1.10-phenanthroline (phen) in presence and absence of surfactants sodium dodecylsulphate (SDS), N-cetylpyridinium chloride (CPC) and Triton-X-100 (TX-100). Reactions were performed under pseudo-first-order condition: [1.3-PDO]T ? [Cr(VI)]T in aqueous media at 30 °C temperature. Different combinations were performed to select the suitable combination of promoter and micellar catalyst for this oxidation. Based on the kinetic results, combination of TX-100 and phen was found to be the most suitable one for this oxidation. The mechanisms of both unpromoted and promoted reaction paths were proposed. The product was confirmed by 2.4-DNP test followed by FTIR spectroscopy of the hydrazone derivative.
Jira
, p. 1225 (1971)
Purification and structural characterization of 3-hydroxypropionaldehyde and its derivatives
Vollenweider, Sabine,Grassi, Guido,Koenig, Iwo,Puhan, Zdenko
, p. 3287 - 3293 (2003)
The compound 3-hydroxypropionaldehyde (3-HPA), together with HPA hydrate and HPA dimer, in aqueous solution forms a system with interesting chemical properties. Therefore, 3-HPA has attracted attention by the chemical industry for use as a precursor in the production of plastics, acrylic acid, and 1,3-propanediol and by the food industry, in using 3-HPA-producing Lactobacillus reuteri as a probiotic. To produce 3-HPA in high yield from glycerol, L. reuteri was used as a biotransformation system. A convenient chromatographic purification method was developed, and purified 3-HPA was analyzed using electrospray ionization mass spectrometry and 13C NMR. Quantitative 13C NMR revealed a concentration-dependent distribution of the three compounds forming the HPA system. At concentrations above 1.4 M, the HPA dimer was predominant. However, at concentrations relevant for biological systems, HPA hydrate was the most abundant, followed by the aldehyde form. Our results indicate that the dimeric form with expected antibiotic properties should not be the active form.
Use of Two-Dimesnional NMR and Molecular Modelling for the Structure Determination of Novel Cyclophosphamide Derivatives: Diastereomers of 1-Aza-2-bis(2-chloroethyl)amino-3-oxa-2-oxo-2-phospha-7-thia-bicyclodecane and nonane
Schmidt, Brigitte F.,Tang, Wei-Ci,Eisenbrand, Gerhard,Lieth, Claus-Wilhelm von der,Hull, William E.
, p. 1224 - 1240 (1992)
High-field NMR studies at 11.7 T of newly synthesized diastereomeric 1-aza-2-bis(2-chloroethyl)amino-3-oxa-2-oxo-2-phospha-7-thia-bicyclodecanes (4, 5) and the corresponding nonanes (6, 7) were carried out by employing a combination of one- and two-dimensional homo- and heteronuclear methods.Unambiguous 31P, 1H and 13C chemical shift assignments for these bicyclic derivatives of cyclophosphamide were obtained, and the spin-spin coupling involving 1H, 13C and 31P were analysed in detail to determine the stereochemistry.Particularly useful were 1H J-resolved experiments, which separated phosphorus-proton couplings from proton-proton couplings, and 1H-13C shift correlation experiments, which resolved the carbon-phosphorus couplings and provided information on the relative signs of J(P,H) and J(P,C).In addition, extensive molecular modelling calculations using various force-field (ALCHEMY, DISCOVER) and molecular orbital methods (MNDO, AM1, PM3) were carried out, and improved parameters for cyclophosphamides were developed for ALCHEMY.The diastereomeric pairs 4, 5 and 6, 7 differ in the axial vs. equatorial orientation of the sulphur substituent on the oxazaphosphorinane ring, which is itself exclusively in a chair conformation with axial P=O for all substances.Key words: Cyclophosphamides, 1H NMR, 13C NMR, 31P coupling constants, Molecular modelling
Reactions of aminyl radicals during radiolysis and photolysis of aqueous solutions of amino alcohols and their derivatives
Lisovskaya,Sladkova,Sosnovskaya,Shadyro
, p. 241 - 246 (2012)
It has been found that the radiolysis of the aqueous solutions of a,a-amino alcohols leads to the formation of degradation products of the parent substances. The experimental data suggest that the degradation process includes the stage of the formation of aminyl radicals, which undergo decomposition with the simultaneous cleavage of -C-C- and -O-H bonds through a five-membered transition state. The radiation-induced degradation of amino alcohols is enhanced in an alkaline medium, in which the amino group is deprotonated, and is blocked via the etherification of the hydroxyl group in the parent substances or the introduction of reducing agents. Pleiades Publishing, Ltd., 2012.
Synthesis method of 3-hydroxypropionaldehyde
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Paragraph 0075; 0076; 0077, (2020/05/14)
The invention relates to a synthesis method of 3-hydroxypropionaldehyde, which mainly solves the problem of difficulty in separation of a catalyst of a homogeneous system in the prior art. The synthesis method of 3-hydroxypropionaldehyde comprises the following steps: i, adding a cobalt catalyst and a cocatalyst into a solvent, and heating for pretreatment in a synthesis gas atmosphere; and ii, after the catalyst pretreatment is finished, cooling, releasing the pressure, adding ethylene oxide and synthesis gas, and reacting to obtain the 3-hydroxypropionaldehyde, so that the technical problemis better solved, and the method can be applied to industrial production of the 3-hydroxypropionaldehyde.
1. 3 - Propanediol (by machine translation)
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Paragraph 0044, (2018/09/08)
The present invention provides a 1, 3 - propanediol, comprising the following steps: providing the mass concentration is 8% -13% of 3 - hydroxypropanal aqueous solution of; the hydrogen and 3 - hydroxypropionaldehyde mixed solution, sequentially for a period of hydrogenation reaction and secondary hydrogenation reaction, to obtain the secondary hydrogenation reaction product; part of the two-stage hydrogenation reaction product circulation to a hydrogenation reaction. The 1, 3 - propanediol, through a portion of a two-stage hydrogenation reaction product circulation to a hydrogenation reaction, the absorption of the reaction heat, reducing the temperature of the hydrogenation reaction of the 1st hot spots, can effectively reduce the acetal impurity content in the product, improve the selectivity of the hydrogenation reaction. (by machine translation)
