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Record W4411899361 · doi:10.1002/047084289x.rn02580

<i>N</i> ‐Vinylphthalimide

2025· other· en· W4411899361 on OpenAlexaff
Rose G. Boivin

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2025
Typeother
Languageen
FieldChemistry
TopicMolecular Sensors and Ion Detection
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsComputer science

Abstract

fetched live from OpenAlex

image [3485‐84‐5] C 10 H 7 NO 2 (MW 173.05) InChI = 1S/C10H7NO2/c1‐2‐11‐9(12)7‐5‐3‐4‐6‐8(7)10(11)13/h2‐6H,1H2 InChIKey = IGDLZDCWMRPMGL‐UHFFFAOYSA‐N (reagent in cyclopropanation reaction, cycloaddition reactions, metal‐catalyzed reactions, and radical addition reactions) Alternative Name(s): 2‐vinylisoindoline‐1,3‐dione. Physical Data: mp 74–75 °C. 1 ; d 1.321 g cm −3 . 2 Form Supplied in: solid; commercially available. Preparation: the title reagent is prepared by dissolving phthalimide (0.594 g) in vinyl acetate (10 mL) and adding catalytic amounts of Na 2 PdCl 4 (11.2 mg) under argon. The mixture is then heated under reflux for 8 h. Activated charcoal (15 mg) is then added and after stirring for 10 min, diethyl ether (20 mL) is added. The solids are removed by filtration and the filtrate is concentrated under reduced pressure. The crude product is extracted with diethyl ether and the extracts are dried over MgSO 4 and concentrated under reduced pressure. The residue is purified by crystallization. 3 Purification: recrystallization from petroleum benzine to form colorless needles. 4 Handling, Storage, and Precautions: should be stored in a closed container and placed in a dry, cool, and well‐ventilated storage. This reagent is incompatible with strong oxidizing agents.

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: Not applicable · Consensus signal: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.056
Threshold uncertainty score0.187

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0010.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0560.019

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 head0.223
Teacher spread0.216 · 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 designNot applicable
Domainnot available
GenreOther

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".

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Citations0
Published2025
Admission routes1
Has abstractyes

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