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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 OpenAlexaff
Peter C. Burgers, Johan K. Terlouw

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.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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 score0.006

Distilled classifier scores by category (both heads)

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)0.0020.000

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

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), 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

Citations6
Published2016
Admission routes1
Has abstractyes

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