MétaCan
Menu
Back to cohort
Record W2060712167 · doi:10.1139/v05-114

Kinetics and mechanism of the oxidation of alcohols by tetrapropylammonium perruthenate

2005· article· en· W2060712167 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

venuePublished in a venue whose home country is Canada.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueCanadian Journal of Chemistry · 2005
Typearticle
Languageen
FieldChemistry
TopicChemical Synthesis and Reactions
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryKinetic isotope effectAutocatalysisPhotochemistryTetrahydrofuranDeuteriumAlcohol oxidationKineticsCatalysisReaction mechanismPropanolReaction rateMedicinal chemistryOrganic chemistryMethanol

Abstract

fetched live from OpenAlex

2-Propanol is oxidized by tetrapropylammonium perruthenate (TPAP) in a reaction that is second order in TPAP and first order in 2-propanol. One of the products, believed to be ruthenium dioxide, is an effective catalyst for the reaction, making it an autocatalytic process. The rate of oxidation is relatively insensitive to the presence of substituents. Primary kinetic deuterium isotope effects are observed when either the hydroxyl or the α hydrogen is replaced by deuterium. The only product obtained from the oxidation of cyclobutanol is cyclobutanone, indicating that the reaction is a two-electron process. Tetrahydrofuran is oxidized at a rate that is several orders of magnitude slower than that observed for 2-propanol, suggesting that the reaction of TPAP with alcohols may be initiated by formation of perruthenate esters. A tentative mechanism consistent with these observations is proposed.Key words: oxidation, alcohols, tetrapropylammonium perruthenate, reaction mechanism, autocatalysis.

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.

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 score0.009
Threshold uncertainty score0.581

Codex and Gemma teacher scores by category

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

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 head0.007
GPT teacher head0.187
Teacher spread0.180 · 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