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Record W4230202344 · doi:10.1002/047084289x.rn02041

Bis(benzyloxy)methane

2017· reference-entry· en· W4230202344 on OpenAlexaff
Émilie Morin, Shawn K. Collins

Bibliographic record

VenueEncyclopedia of Reagents for Organic Synthesis · 2017
Typereference-entry
Languageen
FieldEnvironmental Science
TopicMarine Toxins and Detection Methods
Canadian institutionsUniversité de Montréal
Fundersnot available
KeywordsMethaneChemistryOrganic chemistry

Abstract

fetched live from OpenAlex

[2749-70-4] C15H16O2 (MW: 228.286) InChI = InChI=1S/C15H16O2/c1-3-7-14(8-4-1)11-16-13-17-12-15-9-5-2-6-10-15/h1-10H,11-13H2 InChIKey = JCTHGPXQXLMSDK-UHFFFAOYSA-N (alkylation of enolates,1, 2 protection of alcohols3) Alternatives Names: dibenzyloxymethane; bis(phenylmethoxy)methane; 1,1′-[methylenebis(oxymethylene)]bisbenzene; 1,5-diphenyl-2,4-dioxapentane; {[(benzyloxy)methoxy]methyl}benzene; formaldehyde dibenzylacetal; formaldehyde dibenzyl acetal; formaldehyde–dibenzylacetal; benzylformal; dibenzylformal; benzyl alcohol formal; benzoxymethoxymethylbenzene; benzyloxymethoxymethylbenzene; phenylmethoxymethoxymethylbenzene; Preventol D2; Preventol-D2 Physical Data: bp 188 °C/13 Torr; d 1.0665 g cm−3; n D 20 1.5480. Solubility: insol H2O; sol chloroform, benzene, tetrahydrofuran, toluene, dichloromethane, carbon tetrabromide, carbon tetrachloride, acetonitrile, methanol, 1,2-dichloroethane, diethyl ether. Form Supplied In: typically prepared as a colorless oil.4, 5 Analysis of Reagent Purity: IR (cm−1): 3089, 3065, 3032, 1497, 1454, 1380, 1136, 7394; 1H NMR (200 MHz), CDCl3): δ = 7.34 (m, 10H), 4.84 (s, 2H), 4.65 (s, 4H); 13C NMR (50 MHz, CDCl3): δ = 137.79, 128.41, 127.91, 127.70, 93.90, 69.48.5 Preparation Methods: prepared from benzyl alcohol and bromochloromethane with 3 equiv of NaH in dry THF refluxed for 14 h (eq 1).5 Alternatively, benzyl alcohol and paraformaldehyde with a catalytic amount of kaolinite can be used.4 (1) Purification: a solvent extraction in Et2O/H2O is usually required.5 Excess of benzyl alcohol can be removed by distillation.4 Handling, Storage, and Precaution: may be harmful if ingested, inhaled, or absorbed through skin; avoid formation of dust and aerosols. Keep container tightly closed in a dry and well-ventilated place.

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)0.003
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: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.682
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.003
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0010.000
Insufficient payload (model declined to judge)0.0470.001

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 head0.023
GPT teacher head0.282
Teacher spread0.259 · 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
Published2017
Admission routes1
Has abstractyes

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