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Record W1955712241 · doi:10.1002/047084289x.rn00774

2-Propenal, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(2<i>E</i>)

2008· reference-entry· en· W1955712241 on OpenAlexaff
Dennis G. Hall, Olivier Marion

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2008
Typereference-entry
Languageen
FieldBiochemistry, Genetics and Molecular Biology
TopicChemical Synthesis and Analysis
Canadian institutionsUniversity of Alberta
Fundersnot available
KeywordsChemistryPropionaldehydeAcetalTolueneReagentInert gasAqueous solutionCycloadditionNuclear chemistryOrganic chemistryAldehydeCatalysis

Abstract

fetched live from OpenAlex

[153725-01-0] C9H15BO3 (MW 182.02) InChI = 1S/C9H15BO3/c1-8(2)9(3,4)13-10(12-8)6-5-7-11/h5-7H,1-4H3/b6-5+ InChIKey = YVBIZZFCPNAJIA-AATRIKPKSA-N (diene or dienophile used in cycloaddition reactions; electrophile in 1,2-addition reactions) Alternate Name: (E)-3-boronoacrolein pinacolate. Physical Data: bp 110–120 °C/10 mmHg.1 Solubility: toluene, DCM, THF, Et2O, CHCl3, MeOH. Form Supplied in: colorless liquid; not commercially available. Analysis of Reagent Purity: IR (film): 1685, 1615 cm−1; 1H NMR (300 MHz, CDCl3):δ 1.31 (s, 12H), 6.70 (d, J = 18.1, 1H), 6.80 (dd, J1 = 18.1, J/2 = 7.4, 1H), 9.61 (d, J = 7.4, 1H); 13C NMR (75.5 MHz, CDCl3): δ 24.8, 84.4, 141.7, 147.0, 195.02; MS, m/e 81 (50), 95 (27), 109 (83), 125 (81), 140 (52), 167 (100), 183 (57); exact mass calcd for C9H15O3B 182.1115, found 182.1109.1 Preparative Methods: generally prepared from propionaldehyde diethyl acetal. See references for details.1-6 Purification: purified by reduced pressure bulb-to-bulb distillation (oven temperature at 110–120 °C, 10 mmHg).1 Handling, Storage, and Precautions: this compound is not very stable to atmospheric conditions; therefore, it should be kept under an inert atmosphere, preferably at reduced temperature. Treatment of this boronic ester with aqueous base should be avoided as it is sensitive to aqueous protodeboronation.

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)0.003
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: Review · Consensus signal: none
Teacher disagreement score0.674
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.003
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0020.001
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)0.0010.000

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 head0.013
GPT teacher head0.244
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 teacher head, not a consensus.

Study designNot applicable
Domainnot available
GenreReview

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
Published2008
Admission routes1
Has abstractyes

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