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Record W1913409778 · doi:10.1002/047084289x.rb109s

1,4-Bis(bromomagnesio)butane

2001· reference-entry· en· W1913409778 on OpenAlexaff
P. Canonne, Paul Angers

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2001
Typereference-entry
Languageen
FieldChemical Engineering
TopicCatalysis and Oxidation Reactions
Canadian institutionsUniversité Laval
Fundersnot available
KeywordsChemistryReagentAnhydrousEtherYield (engineering)NitromethaneOrganic chemistryInorganic chemistryMaterials science

Abstract

fetched live from OpenAlex

[23708-48-7] C4H8Br2Mg2 (MW 264.53) InChI = 1S/C4H8.2BrH.2Mg/c1-3-4-2;;;;/h1-4H2;2*1H;;/q;;;2*+1/p-2 InChIKey = OMQMAXADYGBHEG-UHFFFAOYSA-L (constructing block agent: transformation of many functional groups into cyclopentane, spiro[4.4]nonane, and spiro[4.5]decane synthetic intermediates, and metallacycles) Solubility: sol THF, ether, and toluene. Form Supplied in: generally prepared in THF. Analysis of Reagent Purity: titration.2 Preparative Method: the following preparative method was found to be of general use for the preparation of various 1,n-bis(bromomagnesio)alkanes (n = 4–6), as well as for primary, secondary, and unsaturated di-Grignard reagents, from the corresponding dibromides.3 1,4‐Dibromobutane (69 mmol) dissolved in anhydrous THF (150 mL) is added dropwise to Magnesium turnings (150 mmol) covered with a few mL of the dibromide solution. The exothermic reaction starts within a few minutes and is controlled by the rate of addition of the dibromide, avoiding excessive heating. After an additional 2 to 6 h period, the formation of the reagent is completed (yield ∼90%) (eq 1). However, for 1,3-bis(bromomagnesio)propane, this procedure is not suitable, as the elimination product is mostly formed. Therefore, one should refer to the appropriate literature for that particular case.4 (1) Handling, Storage, and Precautions: solutions are highly flammable; must be stored in the absence of proton sources, carbon acids, and oxygen. Flasks and Schlenk tubes should be flushed with dry Ar or N2. Handle with standard syringe technique to prevent contact of the solutions with oxygen and moisture. Solutions can be stored at 0 °C for months.

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 distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.285
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.0120.000

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 head0.015
GPT teacher head0.243
Teacher spread0.228 · 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 teacher head, not a consensus.

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
Published2001
Admission routes1
Has abstractyes

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