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Record W4205482389 · doi:10.1002/047084289x.ra036.pub2

Acrylonitrile

2007· reference-entry· en· W4205482389 on OpenAlexaff
Mark Lautens, Patrick H. M. Delanghe, Matthew S. Long

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2007
Typereference-entry
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicChemical Synthesis and Analysis
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsAcrylonitrileChemistryAqueous solutionSolubilityPolyacrylonitrileNuclear chemistryOrganic chemistryPolymer

Abstract

fetched live from OpenAlex

[107-13-1] C3H3N (MW 53.06) InChI = 1S/C3H3N/c1-2-3-4/h2H,1H2 InChIKey = NLHHRLWOUZZQLW-UHFFFAOYSA-N (electrophile in 1,4-addition reactions; radical acceptor; dienophile; acceptor in cycloaddition reactions) Physical Data: mp −83 °C; bp 77 °C; d 0.806 g cm−3; nD 1.3911. Solubility: miscible with most organic solvents; 7.3 g of acrylonitrile dissolves in 100 g of water at 20 °C. Form Supplied in: colorless liquid (inhibited with 35–45 ppm hydroquinone monomethyl ether); widely available. Purification: the stabilizer can be removed prior to use by passing the liquid through a column of activated alumina or by washing with a 1% aqueous solution of NaOH (if traces of water are allowed in the final product) followed by distillation. For dry acrylonitrile, the following procedure is recommended. Wash with dilute H2SO4 or H3PO4, then with dilute aqueous Na2CO3 and water. Dry over Na2SO4, CaCl2, or by shaking with molecular sieves. Finally, fractional distillation under nitrogen (boiling fraction of 75–75.5 °C) provides acrylonitrile which can be stabilized by adding 10 ppm tert-butyl catechol or hydroquinone monomethyl ether. Pure acrylonitrile is distilled as required.1a Handling, Storage, and Precautions: explosive, flammable, and toxic liquid. May polymerize spontaneously, particularly in the absence of oxygen or on exposure to visible light, if no inhibitor is present. Polymerizes violently in the presence of concentrated alkali. Highly toxic through cyanide effect. 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 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 score0.375
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.0020.000

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 head0.012
GPT teacher head0.257
Teacher spread0.245 · 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".

Quick stats

Citations0
Published2007
Admission routes1
Has abstractyes

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