Bibliographic record
Abstract
(DMSO) [67-68-5] C2H6OS (MW 78.13) InChI = 1S/C2H6OS/c1-4(2)3/h1-2H3 InChIKey = IAZDPXIOMUYVGZ-UHFFFAOYSA-N (SO3) [7446-11-9] O3S (MW 80.06) InChI = 1S/O3S/c1-4(2)3 InChIKey = AKEJUJNQAAGONA-UHFFFAOYSA-N (SO3/pyridine) [26412-87-3] C5H5NO3S (MW 159.16) InChI = 1S/C5H5N.O3S/c1-2-4-6-5-3-1;1-4(2)3/h1-5H; InChIKey = UDYFLDICVHJSOY-UHFFFAOYSA-N (oxidant for the conversion of primary and secondary alcohols to aldehydes and ketones, respectively; avoids overoxidation to carboxylic acids; gives very good yields with short reaction times near rt with minimal formation of byproducts) Alternate Name: Parikh–Doering reagent. Physical Data: DMSO: mp 18.4 °C; bp 189 °C; d 1.101 g cm−3. SO3: mp 16.8 °C; bp 44.7 °C; d 1.970 g cm−3. SO3/pyridine: mp 175 °C. Solubility: DMSO: sol H2O, alcohol, acetone, THF, CH2Cl2. SO3: reacts with H2O. SO3/pyridine: sol DMSO; reacts with H2O. Form Supplied in: DMSO is a colorless liquid; SO3 is a low-boiling liquid, and the SO3/pyridine complex is a crystalline solid; widely available, including SO3/pyridine complex and “anhydrous” grades of DMSO packed under N2. For the preparation of SO3/pyridine complex see Sulfur Trioxide–Pyridine. Preparative Method: the active oxidant, formulated as Me2S+OSO3−,2d is generated in situ by mixing DMSO and the SO3/pyridine complex. Purification: DMSO: distillation from CaH2 at 56–57 °C/5 mmHg2a or 83–85 °C/17 mmHg;2b storage over 3Å molecular sieves. Handling, Storage, and Precautions: Dimethyl Sulfoxide is readily absorbed through the skin and should always be handled with gloves in a fume hood; Sulfur Trioxide and SO3/pyridine are toxic and corrosive, and react strongly with H2O; reactions with DMSO form foul-smelling byproducts and should be carried out with good ventilation, and the waste byproducts and liquids used for washing should be treated with KMnO4 solution to oxidize volatile sulfur compounds; DMSO undergoes appreciable disproportionation to dimethyl sulfide and dimethyl sulfone above 90 °C.2c
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 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 | 0.002 | 0.002 |
| Meta-epidemiology (narrow) | 0.006 | 0.002 |
| Meta-epidemiology (broad) | 0.004 | 0.001 |
| Bibliometrics | 0.003 | 0.003 |
| Science and technology studies | 0.002 | 0.001 |
| Scholarly communication | 0.001 | 0.001 |
| Open science | 0.006 | 0.002 |
| Research integrity | 0.001 | 0.005 |
| Insufficient payload (model declined to judge) | 0.092 | 0.113 |
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".