MétaCan
Menu
Back to cohort
Record W2319226879 · doi:10.1002/0471264229.os093.09

Synthesis of 1‐Bromopyrene and 1‐Pyrenecarbaldehyde

2017· other· en· W2319226879 on OpenAlexaff
Matthias B. Schulze, Alexander Scherer, Colin Diner, Rik R. Tykwinski

Bibliographic record

VenueOrganic Syntheses · 2017
Typeother
Languageen
FieldChemistry
TopicMolecular Sensors and Ion Detection
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryHalogenationColumn chromatographyReagentCombinatorial chemistryOrganic chemistryChromatography

Abstract

fetched live from OpenAlex

Abstract The article discusses synthesis of 1‐bromopyrene and 1‐pyrenecarbaldehyde. Due to the useful photophysical attributes of pyrene, it is a desirable component of many functional materials. Thus, 1‐bromopyrene is a key building block for a large portion of the chemical community. The first synthesis of 2 was described in 1937 by Lock, via the bromination of 1. Similar approaches have since been described using reagents such as NBS, CuBr and HBr with H 2 O The use of column chromatography in these protocols, however, limits the reaction scale. Fulfilling the demand for 1‐bromopyrene in larger amounts, a simple and chromatography free procedure has been reported in 1968 by Gumprecht. Unfortunately, this procedure require the use of CCl 4 as solvent, which has been prohibited in many countries due to toxicological and environmental concerns. Thus, there is considerable demand for a procedure with similar synthetic utility that does not require CCl 4 or column chromatography.

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)0.000
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: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.006
Threshold uncertainty score0.021

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0060.002

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 head0.010
GPT teacher head0.216
Teacher spread0.206 · 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 designBench or experimental
Domainnot available
GenreEmpirical

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".

Quick stats

Citations4
Published2017
Admission routes1
Has abstractyes

Explore more

Same venueOrganic SynthesesSame topicMolecular Sensors and Ion DetectionFrench-language works237,207