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Record W2027552105 · doi:10.1021/ed083p290

A Multistep Synthesis for an Advanced Undergraduate Organic Chemistry Laboratory

2006· article· en· W2027552105 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

VenueJournal of Chemical Education · 2006
Typearticle
Languageen
FieldChemistry
TopicVarious Chemistry Research Topics
Canadian institutionsUniversity of Guelph
FundersUniversity of Guelph
KeywordsLaboratory safetyChemistryEnvironmental chemistryEngineering physicsOrganic chemistryEngineering

Abstract

fetched live from OpenAlex

A three-step procedure appropriate for an advanced-level undergraduate organic chemistry laboratory course has been developed for the synthesis of 5-(2-sulfhydrylethyl)salicylaldehyde. Two compounds, namely, 4-(2-iodoethyl)phenol and 5-(2-iodoethyl)salicylaldehyde, are isolated as intermediates from the first two steps of the method. A Grignard reagent is employed as a critical reactant for the synthesis. Several important laboratory techniques, such as TLC, column chromatography, and recrystallization, are emphasized. Spectrometric methods, including GC–MS and NMR spectroscopy, are used to identify the final product as well as the intermediates. Since each step of the procedure involves two or more hours of refluxing, parts of this experiment can be interspersed with other laboratory activities.

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 score0.010
Threshold uncertainty score0.737

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 head0.009
GPT teacher head0.290
Teacher spread0.281 · 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