1,1′-Binaphthyl-2-[di(<i>tert</i>)-butyl]phosphine
Bibliographic record
Abstract
[255836-67-0] C28H31P (MW 398.52) InChI = 1S/C28H31P/c1-27(2,3)29(28(4,5)6)25-19-18-21-13-8-10-16-23(21)26(25)24-17-11-14-20-12-7-9-15-22(20)24/h7-19H,1-6H3 InChIKey = QGBQGMHXBSLYLZ-UHFFFAOYSA-N (reagent used as ligand in palladium-catalyzed CO, CN, and CC bond forming reactions) Physical Data: mp 147–149 °C. Solubility: soluble in most organic solvents. Form Supplied in: white crystalline solid, commercially available. Analysis of Reagent Purity: 1H and 31P NMR. Purification: typically used as obtained from commercial sources. Preparative Method: 1,1′-binaphthyl-2-[di(tert)-butyl]phosphine 1 is synthesized from 2-bromo-1,1′-binaphthyl. Treatment with magnesium turnings and subsequent transmetalation with CuCl followed by phosphinylation with di-tert-butylchlorophosphine provides pure 1 after recrystallization from ethanol (eq 1).3 (1) Handling, Storage, and Precautions: moderately stable under aerobic conditions. Long-term storage under argon or nitrogen atmosphere is recommended. Irritating to skin, eyes, and mucous membrane. Long-term effects are unknown.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot 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.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.001 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.001 |
| Insufficient payload (model declined to judge) | 0.011 | 0.008 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
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".