33734-57-5Relevant academic research and scientific papers
Optimization of chemo-enzymatic epoxidation of cyclohexene mediated by lipases
Moreira, Marcelo Alves,Bitencourt, Thiago Bergler,Nascimento, Maria Da Graca
, p. 2107 - 2114 (2005)
This work describes the lipase-mediated epoxidation of cyclohexene. Lipases were used to generate peroxyoctanoic acid directly from octanoic acid and hydrogen peroxide and applied in situ to obtain cyclohexene oxide. Various parameters, which could affect this reaction, were studied such as lipases from different sources, organic solvents, temperature and acyl donor concentrations. Highest conversions to cyclohexene epoxide were achieved using a two-phase system of toluene or xylene/water with ROL (Amano F-Ap15 free Rhizopus orizae lipase) (84 and 80%) or CALB (Novozymes 435-immobilized Candida antarctica lipase type B) (>9 and 84%) as biocatalysts. Using PSL (Amano PS-free Pseudomonas sp) the conversions were in the range of 12-53%, but an improvement was obtained by the use of the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate (20 to 41% in water/methyl dichloride). Copyright Taylor & Francis, Inc.
Perdecanoic acid as a safe and stable medium-chain peracid for Baeyer-Villiger oxidation of cyclic ketones to lactones
Sitko, Magdalena,Szelwicka, Anna,Wojewódka, Andrzej,Skwarek, Andrzej,Tadasiewicz, Dariusz,Schimmelpfennig, Lech,Dziuba, Krzysztof,Morawiec-Witczak, Magdalena,Chrobok, Anna
, p. 30012 - 30018 (2019/10/02)
Stability studies dedicated to high-energy compounds for a series of linear peracids (C6-C12), including sensitivity to mechanical impulse (shock and friction), as well as electrical (spark) and thermal sensitivity (temperature and heat of decomposition), were presented in this work for the first time. Studies revealed that all peracids were insensitive to shock, while in the case of the other sensitivity tests sharp differences between results for C8 and C10 peracids were observed. Taking into account the relatively high initial temperature of decomposition (above 64 °C) perdecanoic acid was selected as a safe alternative to commonly used hazardous short-chain peracids. Next, a new method for the Baeyer-Villiger oxidation was presented. Oxidation of 2-adamantanone was chosen as a model reaction. Peroctanoic, perdecanoic and perdodecanoic acids were tested as oxidants. Peroctanoic acid was the most reactive but taking into account both safety and kinetic issues, perdecanoic acid was selected for the further studies. The influence of reaction conditions on reaction rate was investigated. Optimized reaction conditions were suggested (two-fold molar excess of peracid with respect to the ketone, toluene as a solvent, 35 °C). This exploratory study offers promise with regard to the development of safer alternatives to peracetic acid in industrial oxidation.
Mass spectrometry characterization of peroxycarboxylic acids as proxies for reactive oxygen species and highly oxygenated molecules in atmospheric aerosols
Steimer, Sarah S.,Kourtchev, Ivan,Kalberer, Markus
, p. 2873 - 2879 (2017/04/13)
A significant fraction of atmospheric aerosol particles is composed of organic material with a highly complex but poorly characterized composition. For a better understanding of aerosol effects and processes in the atmosphere, a more detailed knowledge of aerosol components at a molecular level is needed. Peroxy acids might play a significant role in particle toxicity, due to their oxidizing properties, and they were recently found to be involved in particle formation. Because of the lack of appropriate standards, the identification and quantification of peroxy acids is often highly uncertain. Mass spectrometry (MS) is a powerful tool to characterize unidentified compounds in complex mixtures. However, so far there is only little information regarding the ionization and fragmentation behavior of peroxy acids in mass spectrometers. To study their fragmentation patterns, we synthesized 12 peroxy acids with C8 to C10 carbon backbones and mono- or diperoxy acid functionality. The peroxy acids were separated using liquid chromatography, detected via negative mode electrospray ionization high-resolution MS, and their fragmentation patterns (MS/MS spectra) were identified. The MS/MS spectra of the peroxy acids showed fragmentation patterns clearly different from the corresponding acid, with a strong similarity between compounds of different chain length but analogous functional groups. Neutral loss of CH2O2 was observed for all investigated linear peroxy acids but not for carboxylic acids and could therefore serve as a diagnostic ion for peroxy acids. The obtained results are a large step toward unambiguous characterization of peroxy acids in the atmosphere. (Graph Presented).
CONTINUOUS ON-LINE ADJUSTABLE DISINFECTANT/SANITIZER/BLEACH GENERATOR
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Page/Page column 21-22, (2012/07/14)
Methods and systems for on-site, continuous generation of peracid chemistry, namely peroxycarboxylic acids and peroxycarboxylic acid forming compositions, are disclosed. In particular, an adjustable biocide formulator or generator system is designed for on-site generation of peroxycarboxylic acids and peroxycarboxylic acid forming compositions from sugar esters. Methods of using the in situ generated peroxycarboxylic acids and peroxycarboxylic acid forming compositions are also disclosed.
Thermal decomposition of aliphatic peroxy acids
Dutka,Zagorskaya,Dutka, Yu. V.,Savitskaya
experimental part, p. 353 - 357 (2011/08/05)
The thermal decomposition reactions of aliphatic peroxy acids containing from 8 to 16 carbon atoms in a molecule were studied. It was found that the carbon radical length had no effect on the thermal stability of peroxide groups. The apparent rate constants of thermolysis of peroxydecanoic acid in various solvents and the activation energies of the test reaction were found. The thermal degradation of peroxy acids involved secondary reactions of induced chain degradation in addition to the primary homolysis of the peroxide group. The rate constants of induced chain degradation were found.
METHODS FOR WASHING CARCASSES, MEAT, OR MEAT PRODUCTS WITH MEDIUM CHAIN PEROXYCARBOXLYIC ACID COMPOSITIONS
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Page/Page column 26, (2009/06/27)
The present invention relates to methods for reducing microbial contamination on carcass, meat, or meat product; or on surfaces used in processing the carcass, meat, or meat product; employing compositions including medium chain peroxycarboxylic acid, and to the compositions. The methods include applying a medium chain peroxycarboxylic acid composition to carcass, meat, meat product or surface.
APPARATUS AND METHOD FOR MAKING A PEROXYCARBOXYLIC ACID
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Page/Page column 116-120, (2008/12/05)
The present invention relates to apparatus and methods for making a peroxycarboxylic acid. The apparatus includes a reaction catalyst and a guard column for pretreating one or more reagents, which can increase the life, activity, and/or safety of the reaction catalyst. The peroxycarboxylic acid compositions made by the method and apparatus can include one or more peroxycarboxylic acids.
Liquid chromatographic simultaneous determination of peroxycarboxylic acids using postcolumn derivatization
Effkemann,Pinkernell,Neumueller,Schwan,Engelhardt,Karst
, p. 3857 - 3862 (2007/10/03)
The first liquid chromatographic method with postcolumn derivatization for the simultaneous determination of peroxycarboxylic acids is described. Aliphatic peracids with chain lengths from C2 to C12 are separated by HPLC on a reversed-phase C18 column with acetonitrile/water gradient elution. For improved peak shape, tetrahydrofuran and acetic acid are added to the aqueous eluent. After chromatographic separation, the peroxycarboxylic acids react with 2,2′-azino-bis(3-ethylbenzothiazoline)-6-sulfonate, a popular substrate for the enzyme peroxidase. Iodide traces are added as catalyst. The oxidation product, a green radical cation, is determined using a UV/ visible detector in four characteristic regions of the visible and near-infrared spectrum in the range 405-815 nm. The advantages of the new method are detection limits in the low micromolar range, negligible matrix interferences, high reproducibility, and the possibility for simultaneous determination of several peroxycarboxylic acids.
Lipase catalyzed synthesis of peroxycarboxylic acids and lipase mediated oxidations
Bjorkling,Frykman,Godtfredsen,Kirk
, p. 4587 - 4592 (2007/10/02)
Lipase catalyzed synthesis of long chain peroxycarboxylic acids from hydrogen peroxide and free carboxylic acid was investigated. A 51% yield of peroxytetradecanoic acid was achieved when using a two phase system of toluene and water. The peroxy acids thus formed were applied for in situ oxidation of alkenes, in general leading to high yields of the corresponding epoxide. For example, a quantitative yield of cyclohexene oxide and a 94% yield of 1-hexadecene oxide was achieved in a solvent-free process.
NOUVEAUX DECONTAMINANTS. DESTRUCTION CHIMIQUE TOTALE, RAPIDE ET DOUCE D'INSECTICIDES ET DE TOXIQUES DE GUERRE PAR LES PERACIDES
Lion, C.,Charvy, C.,Hedayatullah, Mir,Bauer, P.,Sentenac-Roumanou, H.,et al.
, p. 127 - 133 (2007/10/02)
Peroxyacids RCOOOH (R = n C7H15 to n C13H27) are very good decontamination reagents.Paraoxon (O,O-diethyl O-p nitrophenyl phosphate), VX and HD (2,2'-dichlorodiethylsulfide) react for example, with perdodecanoic acid, completely in a few seconds.The reaction rate is enhanced by micellar catalysis.
