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Record W4240840421 · doi:10.1002/047084289x.rb284

<i>B</i>-Bromocatecholborane

2001· reference-entry· en· W4240840421 on OpenAlexaff
Paul C. Anderson, Yvan Guindon

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2001
Typereference-entry
Languageen
FieldChemistry
TopicChemical Reactions and Mechanisms
Canadian institutionsBoehringer Ingelheim (Canada)
Fundersnot available
KeywordsDichloromethaneChemistryMoistureReagentSolid acidOrganic chemistryCatalysisSolvent

Abstract

fetched live from OpenAlex

[51901-85-0] C6H4BBrO2 (MW 198.81) InChI = 1S/C6H4BBrO2/c8-7-9-5-3-1-2-4-6(5)10-7/h1-4H InChIKey = SAILTPCYIYNOEL-UHFFFAOYSA-N (mild Lewis acid capable of selective cleavage of ether, ester and carbamate protecting groups;1, 2 catalyst for Diels–Alder reactions3, 4) Alternate Name: 2-bromo-1,3,2-benzodioxaborole. Physical Data: mp 47 °C; bp 76 °C/9 mmHg; fp 41 °C. Solubility: sol dichloromethane. Form Supplied in: colorless solid which fumes in air. Preparative Method: can be conveniently prepared by treating Catechol with Boron Tribromide.1, 2, 5 The reagent is isolated by distillation as a moisture-sensitive, low-melting solid. Handling, Storage, and Precautions: flammable solid, moisture sensitive; may be conveniently stored and dispensed as a 0.2 M solution in dichloromethane. If properly protected from moisture, these solutions are stable for a period of months.1 Use in a fume hood.

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: Not applicable · Consensus signal: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.043
Threshold uncertainty score0.145

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0010.001
Science and technology studies0.0010.000
Scholarly communication0.0000.001
Open science0.0010.001
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0430.024

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 head0.016
GPT teacher head0.248
Teacher spread0.231 · 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".

Quick stats

Citations0
Published2001
Admission routes1
Has abstractyes

Explore more

Same venueEncyclopedia of Reagents for Organic SynthesisSame topicChemical Reactions and MechanismsFrench-language works237,207