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Phase change enthalpies of some monosubstituted derivatives of adamantane: an experimental and theoretical study

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Abstract

The phase change energetics of adamantane, 1-adamantanemethanol, 1-adamantanethanol, 1-adamantanecarboxylic acid, and 1-adamantaneacetic acid is reported. To conduct the study of the compounds’ phase changes, calorimetric techniques and theoretical methodologies were applied. Mole fraction purities, enthalpies, fusion temperatures, and solid phase heat capacities were obtained using differential scanning calorimetry. Enthalpies of sublimation were determined from measurements of mass loss rate and the Clausius-Clapeyron and Langmuir equations, i.e., through thermogravimetric analysis. The gas-phase heat capacities of all stable conformers of the adamantane derivatives at different temperatures were estimated using harmonic oscillator approximation. Finally, the molecular interactions of the adamantane derivatives are discussed.

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Acknowledgements

The authors thankfully acknowledge the computer resources, technical expertise and support provided by the Laboratorio Nacional de Supercómputo del Sureste de México, CONACYT member of the network of national laboratories.

Funding

This research was funded by Benemérita Universidad Autónoma de Puebla, México. VIEP BUAP provided support (Project nos. 100279411-VIEP2021, 100525751-VIEP2021, and 100501044-VIEP2021). OSS received his PhD grant from CONACYT México (registration number 713949).

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Authors and Affiliations

  1. Facultad de Ciencias Químicas de la Benemérita, Universidad Autónoma de Puebla, 14 sur y Av. San Claudio, C.P. 72570, Puebla Pue, Mexico

    Omar Santiago-Sosa, E. Adriana Camarillo, Sebastián García-Pineda, J. Manuel Solano-Altamirano, Julio M. Hernández-Pérez, Henoc Flores & Juan Rodríguez-Santiago

  2. Departamento de Química, División de Ciencias Básicas e Ingeniería, Universidad Autónoma Metropolitana-Iztapalapa, San Rafael Atlixco 186, Col Vicentina. Iztapalapa, c.p. 09340, Ciudad de Mexico, Mexico

    Raymundo Hernández-Esparza

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Contributions

OSS, SGP, JRS, and RHE developed experimental and theoretical methodologies in the present work. HF and EAC wrote drafts of the manuscript and supervised the performance of the experiments. JMSA and JMHP supervised the development of the theoretical calculations. HF, EAC, JMSA, and JMHP wrote the final form of the manuscript. All authors agreed to submit the manuscript in present form.

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Correspondence to Henoc Flores.

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Santiago-Sosa, O., Camarillo, E.A., García-Pineda, S. et al. Phase change enthalpies of some monosubstituted derivatives of adamantane: an experimental and theoretical study. Struct Chem 34, 193–202 (2023). https://doi.org/10.1007/s11224-022-02073-0

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