{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T03:24:46Z","timestamp":1760239486414,"version":"build-2065373602"},"reference-count":31,"publisher":"MDPI AG","issue":"23","license":[{"start":{"date-parts":[[2020,11,28]],"date-time":"2020-11-28T00:00:00Z","timestamp":1606521600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia (FCT)","award":["Projects UID\/QUI\/00081\/2019 and UIDB\/00081\/2020","Stimulus of Scientific Employment 2017 (CEECIND\/01161\/2017)"],"award-info":[{"award-number":["Projects UID\/QUI\/00081\/2019 and UIDB\/00081\/2020","Stimulus of Scientific Employment 2017 (CEECIND\/01161\/2017)"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Applied Sciences"],"abstract":"<jats:p>The energetic study of 6-hydroxy-1-indanone and 7-hydroxy-1-indanone was performed using experimental techniques and computational calculations. The enthalpies of combustion and sublimation of the two compounds were determined and allowed to derive the corresponding gas-phase standard molar enthalpies of formation. For this purpose, static-bomb combustion calorimetry and drop-method Calvet microcalorimetry were the experimental techniques used. Further, the enthalpy of fusion of each compound was obtained from scanning differential calorimetry measurements. Additionally, the gas-phase standard molar enthalpies of formation of these compounds were calculated through high-level ab initio calculations. The computational study of the molecular structures of the indanones was carried out and two possible conformers were observed for 6-hydroxy-1-indanone. Furthermore, the energetic effects associated with the presence of one hydroxyl group as a substituent on the benzenic ring of 1-indanone were also evaluated. Both experimental and theoretical methods show that 7-hydroxy-1-indanone is thermodynamically more stable than the 6-isomer in the gaseous phase and these results provide evidence for the existence of a strong intramolecular H-bond in 7-hydroxy-1-indanone. Finally, the intramolecular proton transfer in 7-hydroxy-1-indanone has been evaluated and as expected, it is not energetically favorable.<\/jats:p>","DOI":"10.3390\/app10238512","type":"journal-article","created":{"date-parts":[[2020,11,29]],"date-time":"2020-11-29T21:00:57Z","timestamp":1606683657000},"page":"8512","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":1,"title":["Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones"],"prefix":"10.3390","volume":"10","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-6280-7975","authenticated-orcid":false,"given":"Ana Luisa","family":"Ribeiro da Silva","sequence":"first","affiliation":[{"name":"Research Center in Chemistry-CIQUP, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0482-0308","authenticated-orcid":false,"given":"Maria D. M. C.","family":"Ribeiro da Silva","sequence":"additional","affiliation":[{"name":"Research Center in Chemistry-CIQUP, Department of Chemistry and Biochemistry, Faculty of Sciences, University of Porto, Rua do Campo Alegre, 687, P-4169-007 Porto, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2020,11,28]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"287","DOI":"10.1016\/j.jct.2016.07.015","article-title":"Comprehensive thermophysical and thermochemical studies of vanillyl alcohol","volume":"102","author":"Freitas","year":"2016","journal-title":"J. Chem. Thermodyn."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1267","DOI":"10.1007\/s10973-018-7533-z","article-title":"Energetic characterization of indanone derivatives involved in biomass degradation","volume":"134","author":"Silva","year":"2018","journal-title":"J. Therm. Anal. 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