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Record W2117232380 · doi:10.1002/047084289x.rn01011

2,2,2-Trichloroethyl-<i>N</i>-tosyloxycarbamate

2009· reference-entry· en· W2117232380 on OpenAlexaff
H. Lebel

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2009
Typereference-entry
Languageen
FieldChemistry
TopicSynthesis and Catalytic Reactions
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsChemistryChloroformDichloromethaneSilica gelChlorobenzeneTolueneColumn chromatographyNitreneReagentProton NMROrganic chemistryBenzeneNuclear chemistryCatalysisSolvent

Abstract

fetched live from OpenAlex

[931109-52-3] C10H10Cl3NO5S (MW 362.61) (reagent used as a metal nitrene precursor for CH insertion and aziridination reactions) Physical Data: mp 123 °C; 1H NMR (CDCl3) δ 8.14 (s, 1H), 7.90 (d, J = 8.43 Hz, 2H), 7.36 (d, J = 8.01 Hz, 2H), 4.65 (s, 2H), 2.46 (s, 3H); 13C NMR (CDCl3) δ 153.6, 146.5, 130.0, 129.9, 129.7, 94.1, 75.1, 21.8 Solubility: sol aromatic hydrocarbons (toluene, benzene, chlorobenzene), chloroform, dichloromethane, ethyl acetate; slightly soluble ether. Form Supplied in: white solid. Preparative Methods: N-tosyloxycarbamates are easily prepared from the corresponding chloroformate by treatment with hydroxylamine, followed by a standard tosylation reaction (eq 1). (1) Purification: recrystallized from a mixture of chloroform/hexanes (1/1) or flash chromatography on silica gel with 1% EtOAc/dichloromethane as eluent. Handling, Storage, and Precautions: stable at room temperature for up to 6 months; thermogravimetry analysis showed decomposition above 180 °C.

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)0.003
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.574
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.003
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0020.001
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0140.000

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 head0.015
GPT teacher head0.246
Teacher spread0.230 · 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

Citations2
Published2009
Admission routes1
Has abstractyes

Explore more

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