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Record W2606301397 · doi:10.1021/acssuschemeng.7b00323

Formation of a Renewable Amine and an Alcohol via Transformations of 3-Acetamido-5-acetylfuran

2017· article· en· W2606301397 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.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueACS Sustainable Chemistry & Engineering · 2017
Typearticle
Languageen
FieldEngineering
TopicCatalysis for Biomass Conversion
Canadian institutionsMemorial University of Newfoundland
FundersNatural Sciences and Engineering Research Council of CanadaMemorial University of NewfoundlandMitacsResearch and Development Corporation of Newfoundland and LabradorDeutscher Akademischer Austauschdienst
KeywordsChemistryReactivity (psychology)FuranCatalysisYield (engineering)AlcoholAmine gas treatingHydrolysisAlkeneAmideOrganic chemistryTransfer hydrogenationMedicinal chemistryRuthenium

Abstract

fetched live from OpenAlex

The reactivity of the renewable amide 3-acetamido-5-acetylfuran (3A5AF) was explored. Hydrolysis of the amido group to yield the amino-substituted furan, 2-acetyl-4-aminofuran ( 1 ), was achieved via NaOH catalysis. Reduction of the acetyl group could be achieved stoichiometrically using NaBH 4 or catalytically via transfer hydrogenation using an Ir catalyst. The product alcohol, 3-acetamido-5-(1-hydroxylethyl)furan ( 2 ), underwent dehydration during analysis via GC-MS to yield an alkene ( 3 ). The potential reactivity of 3A5AF and 1 toward carbon dioxide was studied, but no reaction was observed due to the inherent acidity of 3A5AF and 1 despite the latter being an amine. The computationally determined p K a values for 3A5AF and 1 are reported. Interestingly, in this work, tautomerism of 3A5AF was observed in CD 3 OD as evidenced by H–D exchange within the acetyl group.

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 score0.070
Threshold uncertainty score0.865

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 communication0.0000.001
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 head0.006
GPT teacher head0.205
Teacher spread0.199 · 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