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Record W1561771479 · doi:10.1002/047084289x.rn01735

Bis(trifluoromethyl)disulfide

2015· reference-entry· en· W1561771479 on OpenAlexaff
Daniela Sustac Roman

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2015
Typereference-entry
Languageen
FieldChemistry
TopicSulfur-Based Synthesis Techniques
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsChemistryTrifluoromethylReagentFluorideDistillationChlorideBromideDisulfide bondPotassiumPotassium fluorideCarbon disulfideFractional distillationSolubilityOrganic chemistryNuclear chemistryInorganic chemistryAlkyl

Abstract

fetched live from OpenAlex

[372-64-5] (C2F6S2) (MW 202.14) InChI = 1S/C2F6S2/c3-1(4,5)9-10-2(6,7)8 InChIKey = CGMFFOXAQVRUAZ-UHFFFAOYSA-N (source of radical SCF3 for preparation of trifluoromethyl sulfides) Alternate Names: trifluoromethyldisulfide, hexafluorodimethyldisulfide, perfluorodimethyldisulfide, bis(trifluoromethyl)disulfane. Form Supplied in: liquid, available with many chemical suppliers. Physical Data: liquid, bp 34–35 °C, d 1.5 g mL−1 at 25 °C. Solubility: halogenated solvents. Analysis of Reagent Purity: 19F NMR (CD3CN, 188.3 MHz) δ 45.4 ppm (s, 1JF,C = 313.9 Hz, 5JF,F = 4.6 Hz).1 Preparation: a two-step procedure, involving the formation of trichloromethylsulfenyl bromide by reaction of trichloromethanesulfenyl chloride with HBr (eq 1), followed by heating with potassium fluoride, and removal of 1 in a cold trap (eq 2).2 Alternatively, irradiation of trichloromethanesulfenyl chloride gives bis(trichloromethyl)disulfide (eq 3), which can react with potassium fluoride at 150–160 °C. Bis(trifluoromethyl)disulfide 1 can be isolated by distillation (eq 4).2 In addition, reaction of trifluoromethanesulfenyl chloride with iron pentacarbonyl at −80 °C forms the desired disulfide 1, which can be isolated by distillation.3 (1) (2) (3) (4) Purification: distillation. Handling, Storage, and Precautions: highly toxic by inhalation, volatile, should only be handled in an efficient fumehood with suitable protection equipment.

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)0.001
metaresearch head score (Gemma)0.012
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMetaresearch, Meta-epidemiology (narrow), Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesMeta-epidemiology (narrow)
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Not applicable · Consensus signal: Not applicable
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.302
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.012
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0030.001
Bibliometrics0.0010.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0020.000
Research integrity0.0020.001
Insufficient payload (model declined to judge)0.0160.000

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 head0.028
GPT teacher head0.276
Teacher spread0.248 · 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; both teacher heads agree on what is shown here.

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
Published2015
Admission routes1
Has abstractyes

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