{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T02:29:37Z","timestamp":1760149777881,"version":"build-2065373602"},"reference-count":42,"publisher":"MDPI AG","issue":"18","license":[{"start":{"date-parts":[[2023,9,18]],"date-time":"2023-09-18T00:00:00Z","timestamp":1694995200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e Tecnologia","doi-asserted-by":"publisher","award":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"],"award-info":[{"award-number":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Operational Programme for Competitiveness and Internationalization, COMPETE, with community funds (FEDER)","award":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"],"award-info":[{"award-number":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"]}]},{"name":"national funds of MEC","award":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"],"award-info":[{"award-number":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"]}]},{"DOI":"10.13039\/501100001871","name":"FCT","doi-asserted-by":"publisher","award":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"],"award-info":[{"award-number":["UIDB\/00081\/2020","SFRH\/BD\/137672\/2018"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The enthalpies of formation in the gaseous phase of methyl 3-methylanthranilate and methyl 5-methylanthranilate were determined from experimental measurements of the corresponding standard energies of combustion, obtained from combustion calorimetry, and the standard enthalpies of vaporization and sublimation, obtained from Calvet microcalorimetry and Knudsen mass-loss effusion. A computational study, using the G3(MP2)\/\/B3LYP composite method, has also been performed for the calculation of the gas-phase standard enthalpies of formation of those two molecules at T = 298.15 K, as well as for the remaining isomers, methyl 4-methylanthranilate and methyl 6-methylanthranilate. The results have been used to evaluate and analyze the energetic effect of the methyl substituent in different positions of the ring.<\/jats:p>","DOI":"10.3390\/molecules28186686","type":"journal-article","created":{"date-parts":[[2023,9,19]],"date-time":"2023-09-19T02:47:52Z","timestamp":1695091672000},"page":"6686","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Determination and Analysis of Thermodynamic Properties of Methyl Methylanthranilate Isomers"],"prefix":"10.3390","volume":"28","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2146-9794","authenticated-orcid":false,"given":"Carlos A. O.","family":"Silva","sequence":"first","affiliation":[{"name":"Research Center, Institute of Molecular Sciences (IMS), Department of Chemistry and Biochemistry (DQB), Faculty of Sciences, University of Porto (FCUP), Rua do Campo Alegre, 4169-007 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3670-2595","authenticated-orcid":false,"given":"Vera L. S.","family":"Freitas","sequence":"additional","affiliation":[{"name":"Research Center, Institute of Molecular Sciences (IMS), Department of Chemistry and Biochemistry (DQB), Faculty of Sciences, University of Porto (FCUP), Rua do Campo Alegre, 4169-007 Porto, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0482-0308","authenticated-orcid":false,"given":"Maria D. M. C. Ribeiro","family":"da Silva","sequence":"additional","affiliation":[{"name":"Research Center, Institute of Molecular Sciences (IMS), Department of Chemistry and Biochemistry (DQB), Faculty of Sciences, University of Porto (FCUP), Rua do Campo Alegre, 4169-007 Porto, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2023,9,18]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Calvo-Flores, F.G., Isac-Garc\u00eda, J., and Dobado, J.A. (2018). Emerging Pollutants: Origin, Structure and Properties, Wiley-VCH.","DOI":"10.1002\/9783527691203"},{"key":"ref_2","doi-asserted-by":"crossref","unstructured":"Nowak-Lange, M., Niedzia\u0142kowska, K., and Lisowska, K. (2022). Cosmetic Preservatives: Hazardous Micropollutants in Need of Greater Attention?. Int. J. Mol. 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