MétaCan
Menu
Back to cohort
Record W1954200868 · doi:10.1002/047084289x.rd272

Dilithium (Trimethylstannyl)(2-thienyl)cyanocuprate

2001· reference-entry· en· W1954200868 on OpenAlexaff
Edward Piers, Christine Rogers

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2001
Typereference-entry
Languageen
FieldChemistry
TopicOrganometallic Compounds Synthesis and Characterization
Canadian institutionsUniversity of British Columbia
Fundersnot available
KeywordsReagentChemistryCyanideDilithiumMethyllithiumThiopheneMoietySolubilityMedicinal chemistryOrganic chemistryInorganic chemistryIonDeprotonation

Abstract

fetched live from OpenAlex

[112621-93-9] C8H12CuLi2NSSn (MW 350.37) InChI = 1S/C4H3S.CN.3CH3.Cu.2Li.Sn/c1-2-4-5-3-1;1-2;;;;;;;/h1-3H;;3*1H3;;;;/q;;;;;-2;2*+1; InChIKey = XXCBBJNEMHIYGC-UHFFFAOYSA-N (reagent for transfer of the Me3Sn moiety to the β-carbon of α,β-unsaturated carbonyl compounds1, 2) Solubility: sol THF. Preparative Method: the higher-order cuprate (Me3Sn)(2-Th)Cu(CN)Li2 1 (Th = thienyl) can be prepared by the treatment of a solution of Hexamethyldistannane and thiophene in dry THF with Methyllithium, followed by addition of solid Copper(I) Cyanide (eq 1).1 Although the actual structure of the reagent is not known, formula 1 is used for convenience and to show stoichiometry. Analogous formulations have been employed for higher-order alkylcuprates.4 A solution of the reagent in THF is bright yellow in color. (1) Handling, Storage, and Precautions: the reagent should be prepared using dry THF under an inert atmosphere. Since organotin3 and cyanide compounds are toxic, work-up of reactions employing the reagent should be carried out in a fume hood.

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)0.001
metaresearch head score (Gemma)0.002
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 score0.772
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.002
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0020.001
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0430.000

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 head0.016
GPT teacher head0.240
Teacher spread0.223 · 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
Published2001
Admission routes1
Has abstractyes

Explore more

Same venueEncyclopedia of Reagents for Organic SynthesisSame topicOrganometallic Compounds Synthesis and CharacterizationFrench-language works237,207