MétaCan
Menu
Back to cohort
Record W2088467437 · doi:10.1139/v05-007

Échelles p<i>K</i><sub>HB</sub> et enthalpique du pouvoir accepteur de liaison hydrogène de thioéthers, thiols et disulfures

2005· article· en· W2088467437 on OpenAlexvenueno aff
Christian Laurence, M. Berthelot, Karine Evain, Bertrand Illien

Bibliographic record

VenueCanadian Journal of Chemistry · 2005
Typearticle
Languageen
FieldChemistry
TopicChemical Thermodynamics and Molecular Structure
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryThioetherSulfurSubstituentThioamideMedicinal chemistryPhosphineHydrogen bondStereochemistryThio-AlkylThiolOrganic chemistryMolecule

Abstract

fetched live from OpenAlex

The hydrogen bond acceptor (HBA) strength of 31 tetrahedral sulfur bases (thioethers, thiols, disulfides) has been measured by IR spectrometry from: (i) their 1:1 complexation constants with 4-fluorophenol in CCl 4 at 25 °C (the pK HB scale); (ii) their HB enthalpies; and (iii) the frequency shifts, Δν(OH), of the ν(OH) band of 4-fluorophenol hydrogen bonded to sulfur. The comparison of the pK HB , ΔH°, and Δν(OH) scales points to their distinctive features. The HBA strength depends on: (i) the nature of the atomic site: oxygen bases are always stronger than sulfur bases, in agreement with the hard and soft acids and bases principle; (ii) the functionality of this atom (for sulfur bases: phosphine sulfur &gt; thioamide &gt; thioketone &gt; thioether &gt; thiol &gt; isothiocyanate ~ disulfide); and (iii) the substituent effects on the function. The main substituent effects are: (i) the polarizability effect of alkyl groups; (ii) the field-inductive effect; (iii) the resonance effect; and (iv) the cyclization effect, which changes the percentage of the s character of sulfur lone pairs. In addition to the attachment to the sulfur atom, IR spectra show the attachment of 4-fluorophenol to the chlorine of MeSCH 2 Cl and MeSCH 2 CH 2 Cl, and the interaction to the π cloud of PhSMe, Ph 2 S, PhCH 2 SMe, and EtSCH=CH 2 . Key words: hydrogen bond, thioethers, thiols, disulfides, pK HB scale.

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 categoriesMeta-epidemiology (narrow)
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 score0.026
Threshold uncertainty score1.000

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 science0.0010.000
Research integrity0.0000.001
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 head0.004
GPT teacher head0.211
Teacher spread0.207 · 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.

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

Citations17
Published2005
Admission routes1
Has abstractyes

Explore more

Same venueCanadian Journal of ChemistrySame topicChemical Thermodynamics and Molecular StructureFrench-language works237,207