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2,2,2‐Trichloroethyl Carbonazidate

2025· other· en· W4409187407 on OpenAlexaff
Hélène Lebel, Corentin Charbonnier

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2025
Typeother
Languageen
FieldChemistry
TopicStructural and Chemical Analysis of Organic and Inorganic Compounds
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsComputer scienceChemistry

Abstract

fetched live from OpenAlex

image [ 557795‐54‐7 ] C 3 H 2 Cl 3 N 3 O 2 (MW 218.42) InChI = 1S/C3H2Cl3N3O2/c4‐3(5,6)1‐11‐2(10)8‐9‐7/h1H2 InChIKey = YDTKTBLDWKPOTC‐UHFFFAOYSA‐N (metal nitrene precursor to undergo amidation of thioethers, C–H amination of alkanes, aziridination of alkenes; amination reagent in cross‐coupling reaction with boronic acids) Physical Data: NMR (250 MHz, CDCl 3 ) δ 4.83 (s, 2H). NMR (62.9 MHz, CDCl 3 ) δ 156.5, 93.8, 76.5. IR (neat) 2179, 2143, 1769, 1734, 1223, 712 cm −1 . 1 Solubility: sol aromatic hydrocarbons (toluene, benzene, chlorobenzene, trifluorotoluene), ether, tetrahydrofuran, dichloroethane, dichloromethane, chloroform, ethyl acetate, acetone. Form Supplied in: colorless liquid. Preparative Method: 2,2,2‐trichloroethyl carbonazidate (TrocN 3 ) is readily prepared from commercially available 2,2,2‐trichloroethyl chloroformate and sodium azide in acetone (eq ). 1 Sodium azide is not compatible with dichloromethane (or chloroform), due to the formation of explosive diazidomethane, CH 2 (N 3 ) 2 . 2 Polyhalomethane solvents should also be avoided in the workup of TrocN 3 . image Purification: flash chromatography on silica gel with 100% CH 2 Cl 2 . Handling, Storage, and Precautions: should be stored at 0 °C and protected from light. Differential scanning calorimetry (DSC) analysis shows TrocN 3 decomposes at 157 °C. 1

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)0.001
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 score0.159
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
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)0.1290.000

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 head0.006
GPT teacher head0.218
Teacher spread0.212 · 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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