The kinetics of the reaction between cyclopentene and aqueous hydrogen peroxide under phase-transfer catalysis

Meshechkina, A. E.; Mel'nik, L. V.; Rybina, G. V.; Srednev, S. S.; Moskvichev, Yu. A.; Шевчук, А. С.

doi:10.1134/s0965544114030086

Cited by 4 publications

(1 citation statement)

References 5 publications

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“…Methods to epoxidize CPE using conditions with more contaminant or expensive reagents than NaHCO 3 /Mn(II) have been reported. CPE epoxidation and pH-controlled hydrolysis of CPO to produce 1,2-cyclopentanediol was achieved using xylene as solvent, hydrogen peroxide, sodium tungstate, phosphoric acid, and a phase transfer catalyst (Meshechkina et al., 2015). CPE epoxidation was also performed using cobalt (II) perchlorate as catalyst and 3-chloroperoxybenzoic acid as oxidant (Hyun et al., 2012).…”

Section: Introductionmentioning

confidence: 99%

Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system

Hincapie

Llano

Garcés

et al. 2017

Adsorption Science & Technology

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The system hydrogen peroxide/sodium bicarbonate/manganese sulfate was used for the first time to epoxidize cyclopentene. Effects of parameters such as type and amount of solvent, ratio of hydrogen peroxide and manganese sulfate to cyclopentene, presence of additives, and reaction time and temperature on the selectivity to cyclopentene oxide were evaluated. Gas chromatography was used to quantify residual cyclopentene and produced cyclopentene oxide using the internal standard method. Type and amount of solvent, addition method, and temperature were important factors to increase the selectivity to cyclopentene oxide. Unlike previous reports on epoxidation of different substrates, additives like sodium acetate and salicylic acid did not improve the selectivity to cyclopentene oxide. One time, single-step addition of hydrogen peroxide/sodium bicarbonate to the solution of cyclopentene/solvent/manganese

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Section: Introductionmentioning

confidence: 99%

Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system

Hincapie

Llano

Garcés

et al. 2017

Adsorption Science & Technology

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One‐Pot Enzymatic Synthesis of Cyclic Vicinal Diols from Aliphatic Dialdehydes via Intramolecular C−C Bond Formation and Carbonyl Reduction Using Pyruvate Decarboxylases and Alcohol Dehydrogenases

et al. 2018

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An enzymatic cascade reaction was developed for one-pot enantioselective conversion of aliphatic dialdehydes to chiral vicinal diols using pyruvate decarboxylases (PDCs) and alcohol dehydrogenases (ADHs). The PDCs showed promiscuity in catalysing the cyclization of aliphatic dialdehydes through intramolecular stereoselective carbon-carbon bond formation. Consequently, 1,2-cyclopentanediols in three different stereoisomeric forms and 1,2-cyclohexanediols in two different stereoisomeric forms could be prepared with high conversion and stereoisomeric ratio from the respective initial substrates, glutaraldehyde and adipaldehyde. These cascade reactions represent a promising approach to the biocatalytic synthesis of important chiral vicinal diols.

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Selective oxidation of cyclopentene with H2O2 by using H3PW12O40 and TBAB as a phase transfer catalyst

Liu

Yue

et al. 2019

Chinese Journal of Chemical Engineering

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The kinetics of the reaction between cyclopentene and aqueous hydrogen peroxide under phase-transfer catalysis

Cited by 4 publications

References 5 publications

Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system

Epoxidation of cyclopentene by a low cost and environmentally friendly bicarbonate/peroxide/manganese system

One‐Pot Enzymatic Synthesis of Cyclic Vicinal Diols from Aliphatic Dialdehydes via Intramolecular C−C Bond Formation and Carbonyl Reduction Using Pyruvate Decarboxylases and Alcohol Dehydrogenases

Selective oxidation of cyclopentene with H2O2 by using H3PW12O40 and TBAB as a phase transfer catalyst

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