{
  "abstract": "Trifluoromethyl ketones populate carbonyl and gem-diol states, but the amount of hydrate present need not report how strongly that hydrate donates a hydrogen bond. We benchmarked 14 trifluoromethyl ketones against a recent colorimetric donor-strength dataset using 198 intended Q-Chem calculations, 181 of which completed normally. In the nine-member aryl subset, experimental hydrate abundance correlated weakly with hydrate-adjusted ln K (r = 0.276), whereas ωB97X-D/def2-TZVPD/SMD parent-relative electronic hydration energies correlated strongly (r = -0.896; ρ = -0.917). Four SMD density-functional profiles were nearly superposable (pairwise r = 0.988-0.999), and local mean C-O distance independently tracked donor strength (r = -0.904). Standardized hydrate-sensor interactions at 1.80 A tracked adjusted ln K (r = -0.683) but not hydrate abundance (r = -0.033). Intramolecular hydrogen bonding stabilized closed hydrate conformers yet weakened external donor interactions. These results separate hydrate population, intrinsic donor strength, and donor accessibility as distinct design variables.",
  "abstract_shown": true,
  "affiliations": [
    "Chemistry, Stanford University Online High School, Redwood City, California, USA"
  ],
  "article_type": null,
  "arxiv": null,
  "author_total": 1,
  "authors": [
    {
      "affs": [
        0
      ],
      "name": "Aris Tsai",
      "orcid": "0009-0004-8641-7647"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/a33p3kwzdn0ab.bib",
  "cited_by": 0,
  "doi": "10.26434/chemrxiv.15009702/v1",
  "fulltext_url": null,
  "id": "a33p3kwzdn0ab",
  "issns": [],
  "landing_url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009702/v1",
  "language": null,
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "journal",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "openalex",
      "1606|Crystallography and molecular interactions"
    ]
  ],
  "openalex": "W7215041867",
  "pdf_url": "https://chemrxiv.org/doi/pdf/10.26434/chemrxiv.15009702/v1",
  "pmcid": null,
  "pmid": null,
  "published": "2026-09-30",
  "publisher": "American Chemical Society (ACS)",
  "ris": "https://research.draconitic.com/paper/a33p3kwzdn0ab.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:21Z",
      "native_id": "10.26434/chemrxiv.15009702",
      "source": "chemrxiv",
      "url": "https://chemrxiv.org/doi/full/10.26434/chemrxiv.15009702/v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:1606|Crystallography and molecular interactions",
      "subfield": "physical"
    }
  ],
  "title": "Separating hydration propensity from hydrogen bond donation in trifluoromethyl ketone warheads",
  "title_text": "Separating hydration propensity from hydrogen bond donation in trifluoromethyl ketone warheads",
  "type": "preprint",
  "updated_at": "2026-10-30T12:17:21Z",
  "url": "https://research.draconitic.com/paper/a33p3kwzdn0ab",
  "venue": "ChemRxiv",
  "versions": []
}