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Record W4409187842 · doi:10.1002/047084289x.rn02247

<i>N</i> ‐Tosylimidazole

2025· other· en· W4409187842 on OpenAlexaff
Anton V. Yadykov

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2025
Typeother
Languageen
FieldChemistry
TopicSynthesis and biological activity
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsGeographyComputer science

Abstract

fetched live from OpenAlex

image [2232‐08‐8] C 10 H 10 N 2 O 2 S (MW 222.26) InChI = 1S/C10H10N2O2S/c1‐9‐2‐4‐10(5‐3‐9)15(13,14)12‐7‐6‐11‐8‐12/h2‐8H,1H3 InChIKey = YJYMYJRAQYREBT‐UHFFFAOYSA‐N (sulfonyl transfer reagent; electrophilic sulfonylation of alcohols and amines; radical sulfonylation of acetylenes) Alternative Name(s): 1‐tosylimidazole, N ‐tosylimidazole, 1‐( p ‐toluenesulfonyl)imidazole. Physical Data: mp 76–78 °C; d 1.3 ± 0.1 g cm −3 . Form Supplied in: solid; Commercially available, clear, colorless to faintly yellow. Solubility: 25 mg mL −1 in chloroform. Preparation and Purification: the title reagent is prepared by the dropwise addition of p ‐toluenesulfonyl chloride in dry dichloromethane to an imidazole solution in dry dichloromethane at 0 °C. After 1.5 h of vigorous stirring at room temperature, the crude mixture is filtered through silica, washed with a mixture of ethyl acetate and hexanes (1:1), and the filtrate is concentrated under high vacuum to yield a white crystalline solid. 1 Handling, Storage, and Precautions: moisture sensitive. Store under inert gas in a cool and dark place.

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 score0.114
Threshold uncertainty score0.381

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0010.000
Scholarly communication0.0000.001
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.1140.043

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 head0.010
GPT teacher head0.229
Teacher spread0.219 · 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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