A kinetic and mechanistic study of the osmium(VIII)-catalysed oxidation of crotyl alcohol by hexacyanoferrate(III) in aqueous Alkaline medium

Sharma, Priyamvada; Sailani, Riya; Meena, Anita; Khandelwal, C. L.

doi:10.1177/1747519819900622

Cited by 11 publications

(5 citation statements)

References 33 publications

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“…The study of Jain et al is based on the premise that recently, the use of transition metal ions such as osmium, ruthenium, and iridium as catalysts in various redox processes either alone or as a binary mixture has attracted considerable interest. [24,25] Therefore, the utility of Ru(III) chloride as a nontoxic and homogeneous catalyst has been known, but little attention has been paid to exploring the catalytic role of this metal with bromate as oxidant. The article investigates the kinetics and mechanism of Ru(III) catalyzed oxidation of menthol using an acidic solution of potassium bromate in the presence of mercuric acetate as a bromide ion scavenger (Figure 10).…”

Section: Oxidation Without Chromiummentioning

confidence: 99%

Menthol Oxidation to Menthone: An Important Chemical Transformation

2023

General Chemistry

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Oxidation is a key transformation in chemistry being involved in a wide range of processes. In natural products, this reaction plays a critical role in the biosynthesis of several classes from different sources. In this context, the oxidation of menthol to menthone is an important reaction with a variety of applications in several fields, such as natural products, organic synthesis, and medicinal chemistry. Considering this, the present article aims to review different methodologies and oxidation reagents capable of performing this transformation, including the green chemistry process.

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Section: Oxidation Without Chromiummentioning

confidence: 99%

Menthol Oxidation to Menthone: An Important Chemical Transformation

2023

General Chemistry

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“…HCF (III) is a potent one‐electron oxidant and has redox potential of 0.36 V. It can act as a proton or electron abstracting reagent in oxidation reactions. Many redox reactions have been carried out using HCF (III) in alkaline media with or without catalysts, such as those of sulfanilic acid, [18] crotyl alcohol, [19] formazans, [20] ascorbic acid, [21,22] and Tellurium (IV) [23] . HCF (III) has also been employed for the oxidimetric determination of both inorganic and organic compounds in both acidic and alkaline media [2,24] .…”

Section: Introductionmentioning

confidence: 99%

Experimental and Computational Kinetic Assessment of Ruthenium (III) Catalyzed Oxidation of Paracetamol by Hexacyanoferrate(III): A Mechanistic Pathway

Rolaniya,

Yadav,

Jain

et al. 2024

ChemistrySelect

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The ruthenium (III) catalyzed redox reaction of paracetamol with hexacyanoferrate (III) in an acidic medium has been investigated. The reaction shows fractional order dependence respecting paracetamol and first‐order dependence respecting the oxidant and ruthenium (III). It is enhanced by medium according to the equation kobs=a+b[H+]. The activation and thermodynamic parameters of the reaction have been estimated using the Arrhenius and Eyring equations. The oxidation product of paracetamol has been identified as quinone oxime through spectral analysis. Furthermore, the reaction has been examined in nine various organic solvents, and the solvents effect has been investigated by Taft's and Swain's multiparametric equations. The rate constants have been found to correlate well with Kamlet‐Taft's solvatochromic parameters (α, β, π*). The reaction constants have been found to be negative, suggesting that the reactivity is influenced mainly by the solute‐solvent interactions. On the basis of kinetic results, a plausible reaction mechanism has been proposed. The proposed mechanism is reinforced by additional evidence from density functional theory (DFT) computations conducted at b3lyp/6‐311*G (d,p) level, which demonstrate that the activation energy barriers align with the reactivity trend observed in the kinetics experiments. Therefore, these computational results provide further support for the proposed mechanism.

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“…HCF(III) is very useful because of its stable reduction product as [Fe(CN) 6 ] 4− , high stability, water solubility, and moderate reduction potential. 7 The nature of the substrate and the reaction media are crucial factors in the HCF(III) oxidation process, which, according to literature, proceeds via an outer-sphere electron transfer mechanistic pathway. 9 Although several readily oxidizable substrates have been successfully oxidized using HCF(III), reactions involving amino acids with this oxidant are very slow and necessitate the addition of a catalyst.…”

Section: Introductionmentioning

confidence: 99%

Cu(II) catalyzed oxidation of L-phenylalanine by hexacyanoferrate(III) in cationic micellar medium

Srivastava,

Srivastava

2023

S.Afr.j.chem.

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The kinetics of Cu(II) accelerated oxidation of L-phenylalanine (Pheala) oxidation in cetyltrimethylammonium bromide (CTAB) by hexacyanoferrate(III) was investigated by registering the decline in absorbance at 420 nm. Employing the pseudo-first-order condition, the reaction's advancement has been examined as an indicator of[CTAB], [Cu(II)], [OH-], [Pheala], [Fe(CN)63-], temperature, and ionic strength. The results show that [CTAB] is the critical parameter with a discernible influence on reaction rate. Pheala interacts with [Fe(CN)6]3- in a 1:2 ratio, and this reaction exhibits first-order dependency with regard to [Fe(CN)63-]. In the investigated concentration ranges of Cu(II), [OH-], and [Pheala], the reaction demonstrates fractional-first-order kinetics. A positive salt effect is indicated by the linear rise in reaction rate with additional electrolytes. CTAB catalyzes the process substantially, and once at its peak, the rate remains basically constant as [CTAB] grows. Reduced repulsion between surfactant molecules' positive charge heads brought on by the negative-charged [Fe(CN)6]3-, OH-, and [Cu(OH)4]2- molecules may be responsible for the witnessed drop in CTAB CMC.

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A kinetic and mechanistic study of the osmium(VIII)-catalysed oxidation of crotyl alcohol by hexacyanoferrate(III) in aqueous Alkaline medium

Cited by 11 publications

References 33 publications

Menthol Oxidation to Menthone: An Important Chemical Transformation

Menthol Oxidation to Menthone: An Important Chemical Transformation

Experimental and Computational Kinetic Assessment of Ruthenium (III) Catalyzed Oxidation of Paracetamol by Hexacyanoferrate(III): A Mechanistic Pathway

Cu(II) catalyzed oxidation of L-phenylalanine by hexacyanoferrate(III) in cationic micellar medium

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