(Methoxycarbonylmethylene)triphenylphosphorane
Bibliographic record
Abstract
[2605-67-6] C21H19O2P (MW 334.37) InChI = 1S/C21H19O2P/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17H,1H3 InChIKey = NTNUDYROPUKXNA-UHFFFAOYSA-N (stabilized phosphorane reagent useful for Wittig alkenation reactions to give methyl acrylate esters on reactions with carbonyl compounds1 and ozonides;2 formation of heterocyclic rings3) Alternate Name: methyl (triphenylphosphoranylidene)acetate. Physical Data: mp 169–171 °C. Solubility: sol CHCl3 (26 g 100 mL−1); slightly sol EtOH (2.7 g 100 mL−1), THF (3.8 g 100 mL−1); insol water (<0.5 g 100 mL−1). Form Supplied in: white crystalline powder; commercially available. Preparative Methods: readily prepared by mild base treatment of (methoxycarbonylmethyl)triphenylphosphonium bromide (pKa 8.8) (eq 1).4, 5 (1) Handling, Storage, and Precautions: storage at 5 °C in a tightly sealed bottle is recommended for prolonged periods. The compound decomposes to triphenylphosphine oxide in MeOH–water 1∶1 (t1/2 ca. 1.5 h) and in weakly basic aqueous solution (0.5 mM NaOH in MeOH–water 1∶1) (t1/2 ca. 1 h).
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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 | 0.001 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.001 | 0.001 |
| Science and technology studies | 0.001 | 0.000 |
| Scholarly communication | 0.000 | 0.001 |
| Open science | 0.001 | 0.001 |
| Research integrity | 0.000 | 0.001 |
| Insufficient payload (model declined to judge) | 0.045 | 0.035 |
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".