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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 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)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.178
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.0780.000

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 head0.010
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 teacher head, not a consensus.

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".

Quick stats

Citations0
Published2025
Admission routes1
Has abstractyes

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