ChemInform Abstract: OXIDATION OF CYCLODODECENE BY MOLECULAR OXYGEN IN THE PRESENCE OF BORIC ACID

Sokova, K.M.; Zelenaya, G.A.; Bashkirov, A.N.

doi:10.1002/chin.197644091

Cited by 2 publications

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“…Hence, all of the data reported are up to the reaction period where the entire carbon and oxygen balance was accounted for within 8%. Table 2 shows the selectivities obtained by Sokova and co-workers 15 during their study on cyclododecene oxidation using boric acid. A comparison of the results shown in Tables 1 and 2 indicates that the uncatalyzed route proves to be more beneficial in terms of high epoxide selectivities at low conversions of cyclododecene than the route based on boric acid.…”

Section: Resultsmentioning

confidence: 99%

“…Thus, there has been a lack of information available in the literature regarding the product distribution and engineering aspects of cyclododecene oxidation. Sokova and co-workers 15 have reported results on cyclododecene oxidation with molecular oxygen using boric acid. However, this route possesses problems in terms of disposal, as in the case of cyclohexane oxidation.…”

Section: Introductionmentioning

confidence: 99%

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Uncatalyzed Liquid-Phase Oxidation of Cyclododecene with Molecular Oxygen

Mahajan

Sharma

Sridhar

2004

Ind. Eng. Chem. Res.

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Uncatalyzed liquid-phase oxidation of cyclododecene was studied in a batch reactor. Cyclododecene was oxidized with molecular oxygen in the temperature range of 363-383 K. Cyclododecene oxide, cyclododecene hydroperoxide, and cyclododecenol were obtained as reaction products. The oxidation kinetics were studied in detail, and a mechanism was devised based on the experimental results and existing literature. The kinetic data were generated at different reaction parameters and fitted successfully with a rate equation based on autocatalysis by total products. The values of the reaction rate constants and activation energy were determined. A distinct difference was observed between the reaction rates of the cis and trans isomers of cyclododecene. The oxidation kinetics were also studied in a stainless steel reactor to examine the wall catalytic effect. The presence of metal ions was found to affect the product distribution.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Uncatalyzed Liquid-Phase Oxidation of Cyclododecene with Molecular Oxygen

Mahajan

Sharma

Sridhar

2004

Ind. Eng. Chem. Res.

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“…Itskovich et al [22] estimated that only 10-15% of the overall decomposition of a hydroperoxide goes into the formation of free radicals. The main direction of hydroperoxide decomposition in the presence of boron compounds is through a non-radical path which substantially favours alcohol formation, and the lower level of free radicals explains the observed inhibition of the oxidation [41][42][43]. Furthermore, in the presence of borate, the hydrocarbon solvent is directly hydroxylated to the corresponding alcohol, presumably by the free active oxygen or by electrophilic substitution reaction [23,40,44].…”

Section: Mechanism Of Liquid-phase Oxidation Of N-pentanementioning

confidence: 99%

Borate-assisted liquid-phase selective oxidation of n-pentane

Aworinde¹,

Wang²,

Lapkin³

2018

Applied Catalysis A: General

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Oxidation of n-pentane with molecular oxygen to sec-pentanols was performed in the presence of a free radical initiator (di-tert-butyl peroxide) and a boron compound (sec-butyl metaborate), with in situ adsorption of water on molecular sieve 3A. Kinetics of the reaction was studied in a laboratory-scale batch reactor over a broad range of conditions (130-150°C, 20-30 bar, 5-10 vol% O 2) in order to establish the optimum parameters for maximising the selectivity and yield of sec-pentanols. Results show that the initiator markedly improves the rate of oxidation, and hence yield, compared to thermal oxidation without an initiator, while the boron species enhances the selectivity to sec-pentanols. Under the conditions investigated, maximum secpentanol selectivity is 56% with an alcohol-to-ketone ratio of 3.6:1 for the borate-assisted oxidation compared to 33% and 1.1:1, respectively, for the oxidation without borate. This work demonstrates the feasibility of oxyfunctionalization of n-pentane with industrially relevant selectivity and yield.

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ChemInform Abstract: OXIDATION OF CYCLODODECENE BY MOLECULAR OXYGEN IN THE PRESENCE OF BORIC ACID

Cited by 2 publications

References 0 publications

Uncatalyzed Liquid-Phase Oxidation of Cyclododecene with Molecular Oxygen

Uncatalyzed Liquid-Phase Oxidation of Cyclododecene with Molecular Oxygen

Borate-assisted liquid-phase selective oxidation of n-pentane

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