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Record W1938413793 · doi:10.1002/047084289x.rn01537

1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl-

2013· reference-entry· en· W1938413793 on OpenAlexaff
Sylvain Canesi, Guillaume Jacquemot

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2013
Typereference-entry
Languageen
FieldChemistry
TopicOxidative Organic Chemistry Reactions
Canadian institutionsUniversité du Québec à Montréal
Fundersnot available
KeywordsChemistryReagentCatalysisAmine gas treatingKetoneHydrogen peroxideSolubilityEthanolAlcoholNuclear chemistryAmmoniaMetalOrganic chemistry

Abstract

fetched live from OpenAlex

[2226-96-2] C9H18NO2 (MW 172.24) InChI = InChI=1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3 InChIKey = UZFMOKQJFYMBGY-UHFFFAOYSA-N (used as a highly effective free radical scavenging catalyst during alcohol oxidations) Alternate Name: 4-hydroxy-TEMPO or TEMPOL. Physical Data: mp 67–71 °C. Solubility: DMSO, ethanol, or water. Form Supplied in: commercially available reddish orange solid. Purification: trituration with hexanes. Handling, Storage, and Precautions: store under an inert gas at 2–8 °C in the dark. Analysis of Reagent Purity: Rf (50% EtOAc/hexanes) 0.22; IR (ATR) υ(max) 3402 (br), 2974, 2948, 2928, 2858 (br) cm−1; GC-MS (EI+) m/z 172 (M+, 11%), 158 (6%), 142 (8%), 85 (33%), 71 (100%), 57 (51%), 41 (97%). Preparative Method: TEMPOL is obtained by oxidation of the corresponding free amine 3 in the presence of a metallic catalyst and hydrogen peroxide. The secondary amine 3 may be obtained through a Michael addition between ammonia and ketone 1 followed by reduction with NaBH4 (eq 1).1 (1)

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)0.001
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 score0.032
Threshold uncertainty score0.107

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0010.000
Meta-epidemiology (narrow)0.0030.001
Meta-epidemiology (broad)0.0020.000
Bibliometrics0.0010.001
Science and technology studies0.0010.000
Scholarly communication0.0000.001
Open science0.0020.001
Research integrity0.0010.002
Insufficient payload (model declined to judge)0.0320.030

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 head0.017
GPT teacher head0.249
Teacher spread0.232 · 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".

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Citations0
Published2013
Admission routes1
Has abstractyes

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