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Record W2160549064 · doi:10.1139/v08-014

The Strecker reaction — an examination in terms of no-barrier theory

2008· article· en· W2160549064 on OpenAlexfundvenueno aff
J. Peter Guthrie, Goonisetty Bhaskar

Bibliographic record

VenueCanadian Journal of Chemistry · 2008
Typearticle
Languageen
FieldChemistry
TopicChemical Reaction Mechanisms
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryStrecker amino acid synthesisIminiumReaction rate constantEquilibrium constantMethylamineComputational chemistryReaction rateChemical equilibriumDimethylamineBenzaldehydePhysical chemistryThermodynamicsOrganic chemistryKineticsIon

Abstract

fetched live from OpenAlex

For those examples of the Strecker reaction where information about both rate and equilibrium is available, we have been able to calculate rate constants for the addition of cyanide ion to the iminium ion by the no-barrier theory (NBT) approach. Both experimental and calculated values are for reaction in aqueous solution. Only for the reactions of benzaldehyde with benzyl or allyl amines and HCN are the equilibrium constants and rate constants for the final, rate-determining, step directly available from the literature. For the reactions of acetone with ammonia, methylamine, or dimethylamine and HCN rate constants for the retro-Strecker cleavage and the equilibrium constants for the overall Strecker reaction have been reported. These equilibrium constants, combined with equilibrium constants for iminium ion formation, which can be extracted from information in the literature, allow calculation of the equilibrium constants for the final step of these Strecker reactions. No-barrier theory has already been applied to carbonyl additions, including cyanohydrin formation; this report provides further evidence for the generality of this approach for calculating rate constants without using any kinetic information.Key words: Strecker reaction, rate constant, equilibrium constant, no-barrier theory, computation.

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.029
Threshold uncertainty score0.798

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
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 head0.010
GPT teacher head0.212
Teacher spread0.201 · 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.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreEmpirical

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

Citations5
Published2008
Admission routes2
Has abstractyes

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