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Record W4385429244 · doi:10.1002/qua.27187

Further revealing reaction mechanism on the oxidative behavior of <scp>5‐hydroxymethylfurfural</scp>

2023· article· en· W4385429244 on OpenAlexaff
Xia Du, Tingyu Yao, Hui Zhang, Yan Shang, Liquan Jing, Jinguang Hu

Bibliographic record

VenueInternational Journal of Quantum Chemistry · 2023
Typearticle
Languageen
FieldEngineering
TopicCatalysis for Biomass Conversion
Canadian institutionsUniversity of Calgary
FundersChina Scholarship CouncilNational Natural Science Foundation of China
KeywordsAldehydeChemistryHydroxymethylReaction mechanismRadicalOxidative phosphorylationRedoxAlcohol oxidationOrganic chemistryCatalysis

Abstract

fetched live from OpenAlex

Abstract Solar energy‐driven biomass refinery to produce high value‐added chemicals is attracting more and more attention. However, precisely modulating for selective oxidation of biomass‐derived platform chemical is still challenging. Further mechanism study on this oxidation process is highly desirable. In this work, theoretical study on the oxidation of 5‐hydroxymethylfurfural (HMF) to 2,5‐furandicarboxylic acid (FDCA) at the atomic and molecular level is completed by density functional theory, oxidative reaction mechanism is further revealed. The two oxidation reaction pathways were identified, one is the hydroxymethyl group of HMF is oxidized to obtain 2,5‐diformylfuran (DFF) and continue oxidized to form 5‐formyl‐2‐furancarboxylic acid (FFCA) and finally FFCA is oxidized to obtain FDCA, the other is the aldehyde group of HMF is oxidized to form 5‐hydroxymethyl‐2‐furancarboxylic acid (HMFCA), and then oxidized to form FFCA and FDCA. The potential energy surface information of the 24 possible reaction channels at the B3LYP/6‐311 + G( d , p ) level was obtained, including geometry structure optimization and frequency calculation of the stationary point. Results showed that hydroxymethyl group is easier to be oxidized to form DFF with the lower reaction energy barrier, this is consisted with most of the experimental results. Compared with O 2 , the H‐abstract reaction initiated by peroxy radicals of aldehyde or hydroxymethyl group is kinetically favorable. The new findings of two oxidation reaction processes of HMF (alcohol oxidation and aldehyde oxidation) in detail are of great significance for further utilizing and development of HMF.

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)0.000
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 score0.006
Threshold uncertainty score0.401

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
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)0.0000.000

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 head0.017
GPT teacher head0.250
Teacher spread0.233 · 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

Citations2
Published2023
Admission routes1
Has abstractyes

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