Studies on the Kolbe Electrolytic Synthesis. IV. A Theoretical Investigation of the Mechanism by Standard Potential Calculations.

Eberson, Lennart; Nielsen, Per Halfdan; Furberg, Sven; Petersen, Cherry Schiander; Munch‐Petersen, Jon

doi:10.3891/acta.chem.scand.17-2004

Cited by 95 publications

(32 citation statements)

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“…Thus, it is assumed that the coverage of the metal (oxide) surface with alkoxy and alkyl radicals inhibits the oxygen evolution reaction or solvent oxidation, while the Kolbe electrolysis is promoted. [36][37][38][39][40][41][42] After the adsorption, an irreversible single electron transfer from the carboxylate to the anode takes place, whereas the simultaneous decarboxylation leads to the formation of an alkyl radical and CO 2 . 36,37 Subsequently, the formed alkyl radicals can follow four different reaction pathways depending on the applied reaction conditions:…”

Section: Background Of (Non-)kolbe Electrolysismentioning

confidence: 99%

“…Several studies state that only very weakly or non-adsorbed radicals dimerize. 36,37 Interestingly, for unsaturated and aromatic acids a rather non-statistical combination of dimers is obtained, indicating that these functional groups favour dimerization for their respective adsorbed counterparts. 43,44 However, detailed information on the role of the interaction with the electrode surface yet remains unexplained (Scheme 1).…”

Section: Regina Palkovitsmentioning

confidence: 99%

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(Non-)Kolbe electrolysis in biomass valorization – a discussion of potential applications

2020

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Section: Background Of (Non-)kolbe Electrolysismentioning

confidence: 99%

Section: Regina Palkovitsmentioning

confidence: 99%

(Non-)Kolbe electrolysis in biomass valorization – a discussion of potential applications

2020

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“…We have not used a ratio lower than 1: 10. These results may be explained in the light of the proposition of Eberson [14] [15] and Muck et al [ 161; the carboxylate ion approaches the suitably conditioned electrode (i.e. covered by an oxide layer) and is weakly adsorbed assuming certain orientations (the short chain carboxylate ( 5 C,) approaches in a more or less random fashion, while the long chain ( > C,) does so in an orientation perpendicular to the electrode surface).…”

Section: Discussionmentioning

confidence: 85%

Electrochemical Synthesis of the Sex Attractant Pheromone of the Housefly: (Z)‐9‐Tricosene

Yadav

Tissot

1984

Helvetica Chimica Acta

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SummaryThe electrochemical synthesis of muscalure, (Z)-9-tricosene(l), has been carried out by coelectrolysis of erucic acid (2) and propionic acid (3) in an undivided cell in methanol. To optimize the yield of the cross coupled product 1, the reaction has been studied in detail by varying different parameters, uiz., electrode material, current density, molar ratio of 2 to 3, degree of partial neutralization and quantity of water in methanol.Introduction. -The isolation, identification and Synthesis of 1 arising from a Wittig reaction between l-bromotetradecane and nonanal, a sex attractant pheromone of the common housefly Musca domestica L, was reported by Carlson et al. [l]. Soon after this work, Cargill & Rosenblum [2] published a better and more convenient synthesis of 1 by reaction between a natural fatty acid (uiz., 2) and MeLi followed by the reduction of the resulting ketone with hydrazine hydrate and KOH. Since both these syntheses involved the use of toxic reagents, Cormier et al. proposed a student synthesis of 1 from 2 with a 34% yield involving multiple steps [3]. Our work was stimulated by the recent interest in exploiting the novel application of the Kolbe electrolysis, a simple electrochemical method, for the synthesis of some pheromones [4-61. A recent report

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“…The production of H 2 and O 2 gases accompanies the splitting of water in any aqueous electrochemical cell, but the presence of an organic electrolyte complicates analysis. A well-studied example of an electrolytic reaction involving the acetate ion is the Kolbe reaction, which involves the oxidation of carboxylate at the anode, followed by decarboxylation and dimerization of the alkyl radical [11]:…”

Section: Discussionmentioning

confidence: 99%

Electrodeposition of actinide compounds from an aqueous ammonium acetate matrix: Experimental development and optimization

Torrico

Boll

Matoš

2015

Nuclear Instruments and Methods in Physics Research Section A:

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a b s t r a c tElectrodeposition is a technique routinely employed in nuclear research for the preparation of thin solid films of actinide materials used in accelerator beam bombardments, irradiation studies, or as radioactive sources. This study investigates the deposition of both lanthanides and actinides from an aqueous ammonium acetate electrolyte matrix. Electrodepositions were performed primarily on stainless steel disks, with yield analysis evaluated using γ-spectroscopy. Experimental parameters (run time, current density, voltage, electrolyte concentration, and initial analyte mass) were studied and modified to optimize the uniformity and adherence of the deposition while maximizing yield. The procedure utilized samarium as the plating material, both with and without a radioactive tracer. Surface characterization studies were performed by scanning electron microscopy, electron microprobe analysis, radiographic imaging, and x-ray diffraction.

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Studies on the Kolbe Electrolytic Synthesis. IV. A Theoretical Investigation of the Mechanism by Standard Potential Calculations.

Cited by 95 publications

References 0 publications

(Non-)Kolbe electrolysis in biomass valorization – a discussion of potential applications

(Non-)Kolbe electrolysis in biomass valorization – a discussion of potential applications

Electrochemical Synthesis of the Sex Attractant Pheromone of the Housefly: (Z)‐9‐Tricosene

Electrodeposition of actinide compounds from an aqueous ammonium acetate matrix: Experimental development and optimization

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