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Record W2559125059 · doi:10.1255/ejms.1440

Metal Ion Hydrocarbon Bidentate Bonding in Alkyl Acetates, Methyl Alkanoates, Alcohols and 1-Alkenes: A Comparative Study

2016· article· en· W2559125059 on OpenAlex
Peter C. Burgers, Johan K. Terlouw

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.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueEuropean Journal of Mass Spectrometry · 2016
Typearticle
Languageen
FieldChemistry
TopicCrystallography and molecular interactions
Canadian institutionsMcMaster UniversityUniversity of Ottawa
Fundersnot available
KeywordsChemistryHydrocarbonAlkylOrganic chemistryDenticityMetalIonMedicinal chemistry

Abstract

fetched live from OpenAlex

The relative affinity of the monovalent metal ions Li + , Na + , Cu + and Ag + towards a series of aliphatic alkyl acetates and some selected 1-alkenes (P) was examined using the kinetic method. A detailed analysis of the dissociation characteristics of a series of mixed metal-bound dimer ions of the type P 1 -M+-P 2 and the evaluated proton affinities (PAs) of the monomers shows that the affinity of the cation towards long-chain alkyl acetates and alkenes (having a chain length ? C 4 ) is markedly enhanced. In line with recent studies of nitriles, alcohols and methyl alkanoates, this is attributed to a bidentate interaction of the metal ion with the functional group or double bond and the aliphatic chain. In particular, the longer chain alkyl acetates, methyl alkanoates and alcohols show a remarkably similar behaviour with respect to silver ion hydrocarbon bonding. The Ag + adducts of the alkyl acetates dissociate by loss of CH 3 COOH. This reaction becomes more pronounced at longer chain lengths, which points to metal ion bidentate formation in [Ag + ···1-alkene] product ions having a long hydrocarbon chain. In the same vein, the heterodimers [1-hexene···Ag + ···1-heptene] and [1-heptene·Ag + ···1-octene] dissociate primarily into [Ag + ···1-heptene] and [Ag + ···1-octene] ions, respectively. Hydrocarbon bidentate formation in [Ag + ···1-octene] also reveals itself by the reluctance of this ion to react with water in an ion trap, as opposed to [Ag + ···1-hexene] which readily undergoes hydration.

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)0.001
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 score0.089
Threshold uncertainty score0.790

Codex and Gemma teacher scores by category

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

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 head0.023
GPT teacher head0.276
Teacher spread0.253 · 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