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Record W4247050162 · doi:10.1002/047084289x.rd123.pub2

Dichloroketene

2006· reference-entry· en· W4247050162 on OpenAlexaff
James W. Leahy, Thomas T. Tidwell

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2006
Typereference-entry
Languageen
FieldChemistry
TopicAnalytical Chemistry and Chromatography
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsChemistryDehydrohalogenationReagentZincAnhydrousTriethylamineChlorideKeteneOrganic chemistryPolymer chemistryNuclear chemistryInorganic chemistryCatalysis

Abstract

fetched live from OpenAlex

[4591-28-0] C2Cl2O (MW 110.93) InChI = 1S/C2Cl2O/c3-2(4)1-5 InChIKey = TVWWMKZMZALOFP-UHFFFAOYSA-N (dichloroacetylating agent;2 undergoes cyclizations with numerous substrates3) Solubility: sol ether, pentane, hexane. Form Supplied in: not commercially available. Preparative Methods: typically prepared in situ by dehalogenation of trichloroacetyl halides or dehydrohalogenation of dichloroacetyl halides. Elimination of dichloroacetyl chloride with Triethylamine affords the desired ketene,4 although material formed in this manner is of limited reactivity.5 Reduction of Trichloroacetyl Chloride with Zinc/Copper Couple activated with either Phosphorus Oxychloride6 or 1,1‐Dimethoxyethane7 provides fully reactive dichloroketene. Recently, thermal activation of Zinc dust was used to generate dichloroketene.8 Handling, Storage, and Precautions: given the propensity of dichloroketene to dimerize or polymerize, the reagent must be made and used immediately. Polymeric material is obtained on heating or concentration of solutions of dichloroketene, and anhydrous conditions must be maintained.

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 score0.043
Threshold uncertainty score0.142

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0010.001
Science and technology studies0.0010.000
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0430.025

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 head0.227
Teacher spread0.217 · 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".

Quick stats

Citations0
Published2006
Admission routes1
Has abstractyes

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Same venueEncyclopedia of Reagents for Organic SynthesisSame topicAnalytical Chemistry and ChromatographyFrench-language works237,207