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Record W2897557953 · doi:10.1002/047084289x.rn02031

1,2-Bis(dicyclohexylphosphino)ethane

2017· reference-entry· en· W2897557953 on OpenAlexaff
Jean‐Baptiste Rouchet

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2017
Typereference-entry
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsIrritationChemistryReagentPhosphineEye irritationInert gasEthylene oxideToxicologyMedicinal chemistryOrganic chemistryCatalysisMedicine

Abstract

fetched live from OpenAlex

[23743-26-2] C26H48P2 (MW 422.62) 1S/C26H48P2/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26/h23-26H,1-22H2 BOUYBUIVMHNXQB-UHFFFAOYSA-N (ligand for metal-catalyzed reactions) Alternate Names: 1,2-ethanediylbis[dicyclohexyl]phosphine, ethylenebis(dicyclohexylphosphine), dcpe, dCype. Physical Data: mp 96–97 °C. Form Supplied in: white to off-white crystal or powder. Purification: sublimation at 135 °C/0.06 mm.1 Preparative Method: the title compound is prepared by addition of ethylene glycol over chlorodicyclohexylphosphane. The resulting intermediate was heated to give the corresponding bis phosphine oxide, which is reduced by trichlorosilane. Handling, Storage, and Precautions: may be harmful if inhaled. Causes respiratory tract irritation. May be harmful if absorbed through skin. Causes skin and eye irritation. May be harmful if swallowed. The toxicity of this reagent is not known; therefore, it should be manipulated in a well-ventilated fume hood. Protective gloves, clothing, and eye/face protection should be worn while manipulating this reagent. Keep container tightly closed in a dry and well-ventilated place. Moisture sensitive. Handle and store under inert gas preferentially.

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: none
Teacher disagreement score0.026
Threshold uncertainty score0.088

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0010.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0260.013

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 head0.018
GPT teacher head0.261
Teacher spread0.244 · 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

Citations2
Published2017
Admission routes1
Has abstractyes

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