Physicochemical Properties of Terebic Acid, MBTCA, Diaterpenylic Acid Acetate, and Pinanediol as Relevant α‑Pinene Oxidation Products

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dc.contributor.authorKołodziejczyk, Agata
dc.contributor.authorPyrcz, Patryk
dc.contributor.authorBłaziak, Kacper
dc.contributor.authorPobudkowska, Aneta
dc.contributor.authorSarang, Kumar
dc.contributor.authorSzmigielski, Rafał
dc.contributor.organizationInstitute of Physical Chemistry, Polish Academy of Sciencesen
dc.contributor.organizationDepartment of Physical Chemistry, Faculty of Chemistry, Warsaw University of Technology, Polanden
dc.contributor.organizationUniversity of Warsaw, Faculty of Chemistry, Polanden
dc.date.accessioned2022-03-16T08:59:29Z
dc.date.available2022-03-16T08:59:29Z
dc.date.issued2020-03
dc.description.abstractThe physicochemical properties and the synthesis of four α-pinene oxidation products, terebic acid, 3-methyl-1,2,3-butanetricarboxylic acid (MBTCA), diaterpenylic acid acetate (DTAA), and pinanediol, are presented in this study. The physicochemical properties encompass thermal properties, solubility in water, and dissociation constant (pKa) for the investigated compounds. It was found that terebic acid exhibits a relatively high melting temperature of 449.29 K, whereas pinanediol revealed a low melting temperature of 329.26 K. The solubility in water was determined with the dynamic method and the experimental results were correlated using three different mathematical models: Wilson, NRTL, and UNIQUAC equations. The results of the correlation indicate that the Wilson equation appears to work the best for terebic acid and pinanediol. The calculated standard deviation was for 3.79 for terebic acid and 1.25 for pinanediol. In contrast, UNIQUAC was the best mathematical model for DTAA and MBTCA. The calculated standard deviation was 0.57 for DTAA and 2.21 for MBTCA. The measured water solubility increased in the following order: pinanediol > DTAA ≥ MBTCA > terebic acid, which affects their multiphase aging chemistry in the atmosphere. Moreover, acidity constants (pKa) at 298, 303, and 308 K were determined for DTAA with the Bates−Schwarzenbach spectrophotometric method. The pKa values obtained at 298, 303, and 308 K were found to be 3.76, 3.85, and 3.88, respectivelyen
dc.identifier.citationACS Omega 2020, 5, 14, 7919–7927. https://doi.org/10.1021/acsomega.9b04231en
dc.identifier.doi10.1021/acsomega.9b04231
dc.identifier.issn2470-1343
dc.identifier.urihttps://open.icm.edu.pl/handle/123456789/21160
dc.language.isoen
dc.publisherAmerican Chemical Societyen
dc.rightsUznanie autorstwa-Użycie niekomercyjne-Bez utworów zależnych 3.0 Polska*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/pl/*
dc.titlePhysicochemical Properties of Terebic Acid, MBTCA, Diaterpenylic Acid Acetate, and Pinanediol as Relevant α‑Pinene Oxidation Productsen
dc.typearticleen
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