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Record W2324625649 · doi:10.1021/jp3004618

Quantitative Structure–Reactivity Study of Electrochemical Oxidation of Phenolic Compounds at the SnO<sub>2</sub>–Based Electrode

2012· article· en· W2324625649 on OpenAlexaff
Min Tian, Sapanbir S. Thind, Matthew Simko, Faming Gao, Aicheng Chen

Bibliographic record

VenueThe Journal of Physical Chemistry A · 2012
Typearticle
Languageen
FieldChemistry
TopicElectrochemical Analysis and Applications
Canadian institutionsLakehead University
Fundersnot available
KeywordsReactivity (psychology)ChemistryElectrochemistryQuantitative structure–activity relationshipMoleculeReaction rate constantElectrodeComputational chemistryOrganic chemistryPhysical chemistryKineticsStereochemistry

Abstract

fetched live from OpenAlex

In the present study, the electrochemical oxidation of 22 phenolic compounds was systemically examined at the RuO(2)-SnO(2)-Sb(2)O(5) electrode to elucidate the inherent structure-reactivity correlation. The oxidation process was monitored in situ by UV-vis spectroscopy. A variety of substituents (e.g., -CH(3), -NH(2), -Cl, -OH, -COOH, -NO(2), -CHO) were employed in order to cover various possible electronic effects. Our experimental results revealed that the relationship between the Hammett constant and rate constant for the electrochemical oxidation of phenolic compounds at the RuO(2)-SnO(2)-Sb(2)O(5) electrode was different from the results obtained at a platinum electrode. The substituted phenols with electron-withdrawing groups were electrochemically oxidized more rapidly than those with electron-donating groups. To decipher the effects of physiochemical properties on the electrochemical reactivity of phenolic compounds, 140 molecular descriptors were calculated and assessed for each phenolic compound; a quantitative structure property relationship (QSPR) model was developed. Correlations between the rate constants and quantum properties of the phenolic compounds were achieved using partial least-squares (PLS) analysis. The most crucial quantum descriptors responsible for the electrochemical reactivity of phenolic compounds were determined to be E(HOMO), chemical potential, total dipole, quadrupoles, subgraph counts, relative positive charged surface area, and pK(a). The proposed QSPR model was based on the quantum descriptors derived from the whole molecule, providing lucid explanation and effective prediction of the electrochemical reactivity of various phenolic compounds.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.002
Threshold uncertainty score0.568

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.011
GPT teacher head0.260
Teacher spread0.249 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; a candidate call from one teacher head, not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations22
Published2012
Admission routes1
Has abstractyes

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