Hetero-aromatic N-base-promoted oxidation of 4-chlorobenzyl alcohol by Cr(VI) in micellar media

Rakshit, Atanu; Chowdhury, Suman; Acharjee, Animesh; Datta, I.; Dome, Kuheli; Biswas, Swati; Bhattacharyya, S.; Saha, Bidyut

doi:10.1007/s11164-020-04106-x

Cited by 12 publications

(7 citation statements)

References 67 publications

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“…There are ample examples of this in the literature with time-to-time advancement of the same. [3][4][5][6][7][8] This experiment also witnesses such an advance step in the same micellar mediated reactions utilizing mixtures of micelle of non-ionic and anionic surfactants as reaction media. There are some reports in past records of analysing properties of mixed micelles by different techniques.…”

Section: Introductionmentioning

confidence: 57%

Rate enhancement of ‘in water’ organic transformation by anionic‐nonionic mixed micelle

Rakshit,

Chowdhury,

Acharjee

et al. 2021

Vietnam Journal of Chemistry

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Micellar medium has already promising uses in organic transformations. In the present experiment, mixture of anionic and neutral surfactants (SDS and TX‐100 respectively) has been discovered as a good reaction medium for the organic transformations. The kinetics of propanal oxidation by Cr(VI) has been studied in mixed micellar medium spectrophotometrically maintaining pseudo first order reaction condition at 30 °C. The kinetics of the same reactions promoted by three hetero‐aromatic bases (Phen, PA and Bpy) have already been studied in single as well as mixed micellar medium. The valid spectroscopic evidence of formation of the product and mixed micelle formation have been provided with necessary mechanistic pathways.

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Section: Introductionmentioning

confidence: 57%

Rate enhancement of ‘in water’ organic transformation by anionic‐nonionic mixed micelle

Rakshit,

Chowdhury,

Acharjee

et al. 2021

Vietnam Journal of Chemistry

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“…The mechanism of oxidation by chromium (VI) species was well known, and chromic acid, one of the most commonly used oxidizing agents, reacts with diverse substrates, among them alcohols. The selective oxidation of primary and secondary alcohols into their corresponding aldehydes (or carboxylic acids) ketones can also be achieved using polymer-supported chromic acid [ 71 ]. The used polymer has positively charged amine groups, which facilitate oxidation by forming esters with chromic acid.…”

Section: Resultsmentioning

confidence: 99%

Speciation of Hexavalent Chromium in Aqueous Solutions Using a Magnetic Silica-Coated Amino-Modified Glycidyl Methacrylate Polymer Nanocomposite

et al. 2023

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A new magnetic amino-functionalized polymeric sorbent based on glycidyl methacrylate was synthesized and used in the separation of chromium Cr(VI) oxyanions sorption from aqueous solutions in a static batch system. The kinetic and isothermal parameters of the sorption process were determined. The experimental data were best fitted by a pseudo-second-order model with R2 = 0.994 and χ2 = 0.004. The sorption process of Cr(VI) removal by amino-functionalized sorbent was controlled by both intraparticle diffusion and liquid film diffusion. The equilibrium results showed that the sorption process is best described by the Freundlich model, followed closely by the Sips isotherm model, with a maximum sorption capacity of 64 mg/g. Quantum chemical modeling revealed that the sorption sites on the sorbent surface are fragments with diethylenetriamine and aminopropyl silane groups that coated the magnetic nanoparticles. The calculations showed that Cr(VI) oxyanions (Cr2O72−, CrO42− and HCrO4−) bind to both sorption sites, with diethylenetriamine centers slightly favored. The X-ray photoelectron spectroscopy (XPS) spectra demonstrate that the chromium bound to the sorbent in the form of Cr(III), indicating that the Cr(VI) can be converted on the surface of the sorbent to a less harmful form Cr(III) due to the sorbent’s chemical composition.

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“…The plausible mechanism of the uncatalysed and unpromoted reaction is already proposed in the previous work. 33 Basically, the rst step is the formation of neutral chromate ester species between the substrate and chromic acid (H 2 CrO 4 ). The neutral ester species was then decomposed as governed by H + ion, this is the r/d step, to give the actual oxidized product and Cr(III) species.…”

Section: Uncatalysed and Unpromoted Pathmentioning

confidence: 99%

“…35,36 In our recent work we have manifested the oxidation kinetic of 4-chlorobenzyl alcohol in single micellar medium following pseudo-rst order condition. 33 Herein, we have uncovered the role of SDS/TX-100 mixed micellar media on the oxidation of same aromatic alcohol by chromic acid at 30°C. The product, 4chlorobenzaldehyde, is an important intermediate produced in pharmaceutical industry mainly.…”

Section: Introductionmentioning

confidence: 97%

A synergistic combination of SDS and TX-100 for the catalytic oxidation of an aromatic alcohol in aqueous media

Rakshit

Chowdhury

Acharjee

et al. 2023

Preprint

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In aqueous medium, oxidation of an aromatic alcohol (4-chlorobenzyl alcohol) was carried out in aqueous mixed micellar media under pseudo first order condition by chromic acid at 30 ºC. The micellar microenvironment constituted by anionic SDS and nonionic TX-100 surfactants showed excellent catalytic performance in course of oxidation, individually. In addition to that the nanomicelle produced by combination of SDS and TX-100 was found to be effective microheterogeneous catalyst for the aforementioned oxidation process. Use of two organic precursors, Phen and Bpy, entitled as promoter, made the reaction faster in presence of single micelle and mixed micelle. The fabrication of mixed micelle was confirmed by UV, 1H-NMR and 2D NOESY study. The maximum improvement in reaction kinetic was noticed when SDS/TX-100 surfactants mixture introduced along with Bpy promoter.

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Hetero-aromatic N-base-promoted oxidation of 4-chlorobenzyl alcohol by Cr(VI) in micellar media

Cited by 12 publications

References 67 publications

Rate enhancement of ‘in water’ organic transformation by anionic‐nonionic mixed micelle

Rate enhancement of ‘in water’ organic transformation by anionic‐nonionic mixed micelle

Speciation of Hexavalent Chromium in Aqueous Solutions Using a Magnetic Silica-Coated Amino-Modified Glycidyl Methacrylate Polymer Nanocomposite

A synergistic combination of SDS and TX-100 for the catalytic oxidation of an aromatic alcohol in aqueous media

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