2-[(Trimethylsilyl)oxy]-1,3,2-benzodioxaphosphole
Bibliographic record
Abstract
(2-[(Trimethylsilyl)oxy]-1,3,2-benzodioxaphosphole) [61706-76-1] C9H13O3PSi (MW 228.26) InChI = 1S/C9H13O3PSi/c1-14(2,3)12-13-10-8-6-4-5-7-9(8)11-13/h4-7H,1-3H3 InChIKey = PFTJBCMZLWNNFO-UHFFFAOYSA-N (Synthetically equivalent to (2-catechyl)P(OH)) Physical Data: 1 colorless liquid; bp 47–62 °C/0.06 mmHg; d 1.106 g cm−3; 1.4920. Solubility: soluble in most organic solvents. Preparative Method: (2-catechyl)P(OTMS) 1 can be prepared via a modified procedure from that originally reported by Pudovik.2 To neat 1,2-phenylene phosphorochloridite3 (23.8 mL, 200 mmol) under nitrogen at 0 °C is slowly added N,O-bis(trimethylsilyl)acetamide (49.6 mL, 200 mmol) over 15 min. After stirring at ambient temperature for 20 h, the solvent and TMSCl are carefully removed in vacuo (to minimize loss of volatile product). The product is distilled at 100–150 mTorr, 46–52 °C to yield a colorless oil (31.0 g, 68% isolated yield).4 Purification: distillation at 46–52 °C/0.1–0.15 mmHg. Handling, Storage, and Precautions: the reagent is sensitive to hydrolysis and should be stored under nitrogen. Long-term storage should be at −30 °C. Use in a fume hood. No toxicity data has been reported for this compound. The related diaryl phosphites (ArO)2P(O)H are reported to be irritants and corrosive.5 In addition, (CH3C6H3O2)P(O)Cl has been reported to have pesticidal activity.6
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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 | 0.000 |
| 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) | 0.012 | 0.007 |
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".