Liquid-phase oxidation of cyclohexane. Elementary steps in the developed process, reactivity, catalysis, and problems of conversion and selectivity

Perkel, A. L.; Voronina, S. G.; Borkina, G. G.

doi:10.1007/s11172-018-2288-z

Cited by 12 publications

(3 citation statements)

References 47 publications

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“…The decomposition of hydroperoxides in free radicals can proceed either as a monomolecular reaction (reaction (5)), or as a reaction with the participation of oxygencontaining oxidation products (alcohols, aldehydes, ketones, carboxylic acids). 4,12,13 It is established, 66 that the rate of the homolytic decomposition of tert-butyl hydroperoxide in methyl hexanoate is considerably higher than in clorobenzene. It is suggested that the accelerating eff ect of the ester in this reaction is due to its transesterifi cation with hydroperoxide (Scheme 7, reaction (10)).…”

Section: Methodsmentioning

confidence: 99%

“…Esters of secondary and primary alcohols are formed as side products of the liquid-phase oxidation of cyclo-hexane, other saturated hydrocarbons, and their oxygencontaining derivatives. [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15] Monocarboxylic, dicarboxylic acids, and ω-hydroxycarboxylic acids, aldehydes, and diols can be obtained by a direct oxidation of esters. 11,16 The use of esters as solvents, softeners, and components of lubricating oils is accompanied by a loss of operational properties due to thermal oxidative destruction of these compounds.…”

Section: Introductionmentioning

confidence: 99%

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The specific features of the liquid-phase oxidation of saturated esters. Kinetics, reactivity and mechanisms of formation of destruction products

Perkel

Voronina

2020

Russ Chem Bull

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Data on kinetics, reactivity, and mechanisms of formation of destruction products of the liquid-phase oxidation of saturated esters by molecular oxygen have been systematized and discussed. The ester group has both an activating and deactivating eff ects on the reactivity of the СН bonds of the alkoxyl (α´-, β´-, γ´-, and δ´-) and acyl (α-, β-, and γ-) groups. The activating eff ect in esters is weaker than in alcohols, ketones, and ethers and extends to the αand α´-CH bonds. The reactivity of the β-, β´-, and γ´-СН bonds is signifi cantly lower than that of the secondary СН bonds of hydrocarbons. Oxidation of the β-СН bonds of the acyl moieties of esters leads to НОО • radical, α,β-epoxy-, α,β-dihydroxy-, and α,β-unsaturated esters, but not to hydroperoxides. Upon the oxidation of esters, the highly active α-carboxyalkylperoxy-, α-acyloxyperoxy-, and НОО • -radicals are formed. The recombination reactions involving these radicals occur both with and without chain termination. The specifi city of the decomposition of ester hydroperoxides are due to intra-and intermolecular interactions of the hydroperoxide groups with the ester groups. Labile peroxide intermediates (α-hydroxyperoxyesters, peroxyesters, and peroxylactones) are formed through the corresponding tetrahedral intermediates and decay predominantly by the non-radical pathway. The recombination of the peroxyl radicals and the decay of labile peroxides result in the parallel accumulation of per oxide and non-peroxide products during the oxidation of esters.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

The specific features of the liquid-phase oxidation of saturated esters. Kinetics, reactivity and mechanisms of formation of destruction products

Perkel

Voronina

2020

Russ Chem Bull

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“…Liquid phase cyclohexane oxidation is an industrially significant process [1,2]. Partial cyclohexane oxidation products -cyclohexanol and cyclohexanone -are used to produce caprolactam, adipic acid, polyamide fibers, nylon-6 and nylon-66 [3,4].…”

Section: Introductionmentioning

confidence: 99%

Polyvinylpyrrolidone-Ferrocyanide Catalysts for Cyclohexane Oxidation

Tastanova¹,

Жармагамбетова²,

Orynbassar³

et al. 2019

OF THE ACADEMY OF SCIENCES OF THE REPUBLIC OF KAZAKHSTAN

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News of the Academy of sciences of the Republic of Kazakhstan 2 NAS RK is pleased to announce that News of NAS RK. Series of chemistry and technologies scientific journal has been accepted for indexing in the Emerging Sources Citation Index, a new edition of Web of Science. Content in this index is under consideration by Clarivate Analytics to be accepted in the Science Citation Index Expanded, the Social Sciences Citation Index, and the Arts & Humanities Citation Index. The quality and depth of content Web of Science offers to researchers, authors, publishers, and institutions sets it apart from other research databases. The inclusion of News of NAS RK. Series of chemistry and technologies in the Emerging Sources Citation Index demonstrates our dedication to providing the most relevant and influential content of chemical sciences to our community. Қазақстан Республикасы Ұлттық ғылым академиясы "ҚР ҰҒА Хабарлары. Химия жəне технология сериясы" ғылыми журналының Web of Science-тің жаңаланған нұсқасы Emerging Sources Citation Index-те индекстелуге қабылданғанын хабарлайды. Бұл индекстелу барысында Clarivate Analytics компаниясы журналды одан əрі the Science Citation Index Expanded, the Social Sciences Citation Index жəне the Arts & Humanities Citation Index-ке қабылдау мəселесін қарастыруда. Webof Science зерттеушілер, авторлар, баспашылар мен мекемелерге контент тереңдігі мен сапасын ұсынады. ҚР ҰҒА Хабарлары. Химия жəне технология сериясы Emerging Sources Citation Index-ке енуі біздің қоғамдастық үшін ең өзекті жəне беделді химиялық ғылымдар бойынша контентке адалдығымызды білдіреді. НАН РК сообщает, что научный журнал «Известия НАН РК. Серия химии и технологий» был принят для индексирования в Emerging Sources Citation Index, обновленной версии Web of Science. Содержание в этом индексировании находится в стадии рассмотрения компанией Clarivate Analytics для дальнейшего принятия журнала в the Science Citation Index Expanded, the Social Sciences Citation Index и the Arts & Humanities Citation Index. Web of Science предлагает качество и глубину контента для исследователей, авторов, издателей и учреждений. Включение Известия НАН РК в Emerging Sources Citation Index демонстрирует нашу приверженность к наиболее актуальному и влиятельному контенту по химическим наукам для нашего сообщества.

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Liquid-phase oxidation of cyclohexane. Cyclohexyl hydroperoxide, cyclohexanol, and cyclohexanone, mechanisms of formation and transformation

Perkel

Voronina

2019

Russ Chem Bull

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Liquid-phase oxidation of cyclohexane. Elementary steps in the developed process, reactivity, catalysis, and problems of conversion and selectivity

Cited by 12 publications

References 47 publications

The specific features of the liquid-phase oxidation of saturated esters. Kinetics, reactivity and mechanisms of formation of destruction products

The specific features of the liquid-phase oxidation of saturated esters. Kinetics, reactivity and mechanisms of formation of destruction products

Polyvinylpyrrolidone-Ferrocyanide Catalysts for Cyclohexane Oxidation

Liquid-phase oxidation of cyclohexane. Cyclohexyl hydroperoxide, cyclohexanol, and cyclohexanone, mechanisms of formation and transformation

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