The Electrolytic Reduction of Methyl Ethyl Ketone to sec-Butyl Alcohol and n-Butane

Swann, Sherlock; Benoliel, R.W.; Lyons, L. R.; Pahl, W. H.

doi:10.1149/1.3071262

Cited by 2 publications

(3 citation statements)

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“…7,10,11 The electrochemical reduction of aromatic aldehydes deviates from the above generalization, and reduction on a Hg electrode gives the highest yields for pinacol isomers in basic aqueous solution. [12][13][14][15] In some situations, both electrode potential and current density have an effect on the products of the reduction. 1 The course of the electroreduction of aromatic aldehydes has been studied intensively by polarography.…”

Section: Introductionmentioning

confidence: 99%

“…Also the pH of the media can affect the distribution of products for a given electrode material. − Thus the determination of the major reduction product can depend on the coupled effects of both the electrode material and the media conditions. For example on mercury electrodes in acidic conditions, there are two reduction waves and controlled potential electrolysis (CPE) on the plateau of the first polarographic wave shows formation of the pinacols, while in basic conditions the waves merge and CPE shows the major products are the corresponding alcohols. ,, The electrochemical reduction of aromatic aldehydes deviates from the above generalization, and reduction on a Hg electrode gives the highest yields for pinacol isomers in basic aqueous solution. − In some situations, both electrode potential and current density have an effect on the products of the reduction…”

Section: Introductionmentioning

confidence: 99%

“…The course of the electroreduction of aromatic aldehydes has been studied intensively by polarography. − In many of the above referenced studies the products of the electroreduction were analyzed ex situ by UV−vis and IR spectroscopy or by chromatography after long-time electrolysis. Thus, no information about the identity of intermediates was obtained.…”

Section: Introductionmentioning

confidence: 99%

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A Time-Resolved SERS Study of the Adsorption and Electrochemical Reduction of 4-Pyridinecarboxaldehyde and 4-(Hydroxymethyl)pyridine

et al. 1998

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The electroreduction processes of both 4-pyridinecarboxaldehyde, 4-ALPY, and 4-(hydroxymethyl)pyridine, 4-HMPY, have been studied in aqueous solution on a Ag electrode using surface-enhanced Raman spectroscopy, SERS, and cyclic voltammetry, CV. Each electrode process was investigated at pH 3 and at pH 7 in 0.1M KCl electrolyte. SERS spectra show that both the neutral 4-ALPY and a species which is protonated on the aldehyde group (Py-CHOH + ) adsorb on the roughened Ag electrode surface with an end-on orientation through the pyridine nitrogen, but the species with a protonated ring (H + Py-CHO) prefers adsorption with a face-on orientation through its π-system. The electrochemical reduction of ALPY produces a common product, 1,2-bis(4-pyridyl)ethane (BPE), in both acidic and basic media. The major reaction process was studied by time-resolved SERS, TR-SERS, in the time range of 0.1 to 30 ms. A transient intermediate appears at 3.0 ms and is suggested to be the pinicol Py-CH(OH)CH(OH)-Py on the basis of a Gaussian 94 ab initio frequency calculation. It disappears by 10 ms, at which time the BPE product spectrum is established. The reduction of HMPY also undergoes similar reaction pathways in both acidic and neutral pH conditions, and the major product is the same in either condition. A striking fact is that the reduction of HMPY on Ag produces the same product as that of the ALPY, i.e., 1,2-bis(4-pyridyl)ethane (BPE). The surface species for the reactants and the product on the Ag electrode have been identified by SERS, and vibrational assignments of these species have been made.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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A Time-Resolved SERS Study of the Adsorption and Electrochemical Reduction of 4-Pyridinecarboxaldehyde and 4-(Hydroxymethyl)pyridine

et al. 1998

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Towards selective electrochemical conversion of glycerol to 1,3-propanediol

James

Sauter²,

Schröder³

2018

RSC Adv.

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1,3-propanediol (1,3-PD) is a bulk chemical with myriad applications in polymers, lubricants, cosmetics, foods industries and in the synthesis of heterocyclic compounds. Current commercial production of 1,3-PD involves a thermocatalytic process using acrolein (DuPont) and ethylene oxide (Shell) as starting feedstock. These feedstocks are petroleum-based and there are many efforts at using glycerol as low cost biomass-derived feedstock for 1,3-PD production. A number of catalyst designs and bacterial & fungal strains are being explored for respective catalytic and fermentation routes to glycerol-to-1,3-PD.However, the electrochemical method received little attention for the purpose. In this work, in order to explore the possibility of using partly refined glycerol byproduct of biodiesel production as feedstock, we investigated conversion and 1,3-PD selectivity of glycerol electrolysis in chloride media. We demonstrated selective glycerol-to-1,3-PD conversion using Pt or RuO 2 -based dsa as anode and Zn or Pb as cathode in NaCl and KCl at pH 1. This electrochemical glycerol-to-1,3-PD conversion is not only green, it is a potential process network loop between biodiesel production and chlor-alkali industry.

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The Electrolytic Reduction of Methyl Ethyl Ketone to sec-Butyl Alcohol and n-Butane

Cited by 2 publications

References 0 publications

A Time-Resolved SERS Study of the Adsorption and Electrochemical Reduction of 4-Pyridinecarboxaldehyde and 4-(Hydroxymethyl)pyridine

A Time-Resolved SERS Study of the Adsorption and Electrochemical Reduction of 4-Pyridinecarboxaldehyde and 4-(Hydroxymethyl)pyridine

Towards selective electrochemical conversion of glycerol to 1,3-propanediol

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