Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study
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Article info
2001-02-14
2001-06-13
2001-06-13
29 - 39
Keywords
Abstract
Oxidation of some alicyclic amines (morpholine, piperazine and piperidine) by potassium hexacyanoferrate(???) in basic medium has been investigated at 35°C. Stoichiometric results showed that four moles of hexacyanoferrate(III) were consumed per mole of piperidine or morpholine whereas piperazine consumed eight moles of the oxidant to produce the corresponding lactams. Kinetic studies indicated that piperidine and morpholine also followed different kinetics from that of piperazine, being first order in the amine concentration and independent of the concentrations of hexacyanoferrate(???) and hydroxide ion, while in the case of piperazine, the reaction was first order in both oxidant and substrate concentrations and zero order with respect to the concentration of hydroxide ion. The changes in reaction rate due to changing ionic strength of the medium as well as other factors has also been investigated. The activation parameters of the oxidation process have been evaluated and a mechanism consistent with the observed kinetics has been proposed. Keywords: Hexacyanoferrate(???), morpholine, piperazine, piperidine, oxidation, lactam.
Al-Subu, M. M., Amer, A. A., Jondi, W. J., Hanoun, M., & Mus, M. J. (2001). Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study. An-Najah University Journal for Research - A (Natural Sciences), 15(1), 29–39. https://doi.org/10.35552/anujr.a.15.1.673
[1]M. M. Al-Subu, A. A. Amer, W. J. Jondi, M. Hanoun, and M. J. Mus, “Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study,” An-Najah University Journal for Research - A (Natural Sciences), vol. 15, no. 1, pp. 29–39, Jun. 2001, doi: 10.35552/anujr.a.15.1.673.
Al-Subu, M. M., et al. “Oxidation of Some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study.” An-Najah University Journal for Research - A (Natural Sciences), vol. 15, no. 1, June 2001, pp. 29–39. Crossref, https://doi.org/10.35552/anujr.a.15.1.673.
1.Al-Subu MM, Amer AA, Jondi WJ, Hanoun M, Mus MJ. Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study. An-Najah University Journal for Research - A (Natural Sciences) [Internet]. 2001 Jun;15(1):29–39. Available from: http://dx.doi.org/10.35552/anujr.a.15.1.673
Al-Subu, M. M., A. A. Amer, W. J. Jondi, M. Hanoun, and M. J. Mus. “Oxidation of Some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study.” An-Najah University Journal for Research - A (Natural Sciences) 15, no. 1 (June 2001): 29–39. https://doi.org/10.35552/anujr.a.15.1.673.
حركية وميكانيكية تأكسد بعض الأمينات الحلقية بوساطة K3Fe(CN)6 في وسط قاعدي
معلومات المقال
2001-02-14
2001-06-13
2001-06-13
29 - 39
الكلمات الإفتتاحية
الملخص
تناولت هذه الدراسة أكسدة بعض الامينات الحلقية (Morpholine, Piperazine, Piperidine) بوساطة K3Fe(CN)6 في وسط قاعدي وعلى درجة حرارة ثابته. تبين أن أكسدة مول واحد من مادة Morpholine أو مادة Piperidine تستهلك أربع مولات من K3Fe(CN)6 بينما احتاج المول الواحد من مادة Piperazine الى ثمان مولات من K3Fe (CN)6 ليتم تحويل الأمين الى اللاكتام (Lactam) المعني. كما تبين أن تأكسدMorpholine وكذلكPiperazine يتبع حركية تفاعل مختلفه عن تلك في حالةPiperazine كون التفاعل في الحالة الأولى لا يعتمد على تراكيزOH- أو K3Fe(CN)6 في حين يعتمد على تركيزMorpholine أو Piperadine للدرجة الأولى. أما في حالة Piporezine فقد كان التفاعل من الدرجة الأولى بالنسبة لتراكيز كل من الأمين والعامل المؤكسد ولكنه لا يعتمد على تركيز أيونOH-. كذلك تم في هذا البحث دراسة تأثير كل من درجة الحرارة وعوامل اخرى على ميكانيكية التفاعل مما مكن من حساب بعض الثوابت المتعلقة بحركية التفاعل وبالتالي اقتراح ميكانيكية مناسبة لعملية أكسدة الأمينات تحت الدراسة.
Al-Subu, M. M., Amer, A. A., Jondi, W. J., Hanoun, M., & Mus, M. J. (2001). Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study. An-Najah University Journal for Research - A (Natural Sciences), 15(1), 29–39. https://doi.org/10.35552/anujr.a.15.1.673
[1]M. M. Al-Subu, A. A. Amer, W. J. Jondi, M. Hanoun, and M. J. Mus, “Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study,” An-Najah University Journal for Research - A (Natural Sciences), vol. 15, no. 1, pp. 29–39, Jun. 2001, doi: 10.35552/anujr.a.15.1.673.
Al-Subu, M. M., et al. “Oxidation of Some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study.” An-Najah University Journal for Research - A (Natural Sciences), vol. 15, no. 1, June 2001, pp. 29–39. Crossref, https://doi.org/10.35552/anujr.a.15.1.673.
1.Al-Subu MM, Amer AA, Jondi WJ, Hanoun M, Mus MJ. Oxidation of some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study. An-Najah University Journal for Research - A (Natural Sciences) [Internet]. 2001 Jun;15(1):29–39. Available from: http://dx.doi.org/10.35552/anujr.a.15.1.673
Al-Subu, M. M., A. A. Amer, W. J. Jondi, M. Hanoun, and M. J. Mus. “Oxidation of Some Alicyclic Amines by Potassium Hexacyanoferrate (III) in Alkaline Medium: A Kinetic and Mechanistic Study.” An-Najah University Journal for Research - A (Natural Sciences) 15, no. 1 (June 2001): 29–39. https://doi.org/10.35552/anujr.a.15.1.673.
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