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Record W2028350846 · doi:10.1021/ed086p76

The Chemistry of Formazan Dyes. Synthesis and Characterization of a Stable Verdazyl Radical and a Related Boron-Containing Heterocycle

2009· article· en· W2028350846 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.

Bibliographic record

VenueJournal of Chemical Education · 2009
Typearticle
Languageen
FieldChemistry
TopicVarious Chemistry Research Topics
Canadian institutionsUniversity of Victoria
Fundersnot available
KeywordsFormazanBoronRadicalElectron paramagnetic resonanceCharacterization (materials science)ChemistryDelocalized electronPhotochemistrySpectroscopyPolymer chemistryOrganic chemistryMaterials scienceNanotechnologyNuclear magnetic resonance

Abstract

fetched live from OpenAlex

This experiment describes the synthesis and characterization of a formazan dye, and its subsequent conversion to a stable verdazyl radical and a boron–nitrogen heterocycle (boratatetrazine). Each of these compounds is intensely colored and is prepared and handled under aerobic conditions, which often surprises students as free radicals are generally described as short-lived, highly reactive species and compounds containing boron are often assumed to be air-sensitive. The prepared compounds are studied by 1H and 13C NMR, UV–vis, and EPR spectroscopy. The UV–vis spectra introduce an opportunity to discuss the different energy transitions that may give rise to intense colors, and interpretation of the EPR spectrum requires the student to carefully consider the bonding within the verdazyl radical; that is, is the radical centered on one atom or is it shared over several atoms within the structure? In addition the crystal structures of the formazan and the boratatetrazine are viewed in detail, expanding the students knowledge of bonding in delocalized systems.

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)0.001
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 score0.022
Threshold uncertainty score0.342

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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)0.0000.000

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 head0.007
GPT teacher head0.252
Teacher spread0.246 · 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