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Gas-phase reaction of ClO<sup>−</sup> with CH<sub><i>n</i></sub>Cl<sub>4-</sub><sub><i>n</i></sub> (<i>n</i> = 0, 1, 2, 3) and CX<sub>3</sub>H (X = F, Cl and Br): Substituent effect from a comparative study

2014· article· en· 2 citations· W2178181779 on OpenAlex· 10.1139/cjc-2014-0245

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A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

Canadian venueIt was published in a Canadian venue.

No Canadian affiliation. An affiliation-only frame — the usual design — would never have seen this work. It is one of the works that make the case for inverting the frame.

The three-model screen

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All three models called this out of scope.

stratum: venue_new · design weight: 2684.25 (the sample is stratified; any rate computed without the weight is wrong)
Claude Opus 4.8OUT
genre: empirical
about Canada: no
confidence: high

Computational chemistry study of substituent effects in gas-phase reactions.

GPT-5.6 (high)OUT
genre: empirical
about Canada: no
confidence: high

The study examines chemical reaction mechanisms rather than research methods or institutions.

Grok 4.5OUT
genre: empirical
about Canada: no
confidence: high

Computational chemistry of gas-phase reactions, domain science.

Abstract

Substituent effects on reactivity are studied using the hybrid B3LYP and BHandHLYP methods of density functional theory with the aug-cc-pVDZ basis set. The chosen testing models includes two very representative reactions in chemical research, the bimolecular nucleophilic substitution (S N 2) reaction and the deprotonation reaction, in which the former is represented by ClO − + CH n Cl 4- n (n = 0, 1, 2, 3), and the latter is based on reactions of ClO − with CX 3 H (X = F, Cl, and Br). Our theoretical findings suggest that a heavier substituent X in substrate results in a higher activation energy, a slower S N 2 reaction, but a faster deprotonation reaction. Those are well confirmed by some presented results from bond orders, second-order perturbative energy E (2) , and activation strain model analysis. Moreover, we have further explored the reactivity difference derived from substituent effects in term of the relationships of reactive barrier with the charges transferred and the leaving-bond distance in TSs, respectively, especially the TSs in S N 2 reactions. Again, the rate constants at 298–1000 K are also evaluated for the S N 2 reactions presented through the transition state theory.

Stored with the screening record, where it is evidence for the labels above.

The record

Venue
Canadian Journal of Chemistry
Topic
Advanced Chemical Physics Studies
Field
Physics and Astronomy
Canadian institutions
Funders
Fundamental Research Funds for the Central Universities
Keywords
ChemistrySubstituentReactivity (psychology)DeprotonationNucleophileDensity functional theoryReaction rate constantReaction mechanismBasis setComputational chemistryTransition stateMedicinal chemistryStereochemistryCrystallographyKineticsOrganic chemistryCatalysis
Has abstract in OpenAlex
yes