Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones
Abstract
:Featured Application
Abstract
1. Introduction
2. Materials and Methods
2.1. Materials
2.2. Methods
2.2.1. Differential Scanning Calorimetry
2.2.2. Combustion Calorimetry
2.2.3. Calvet Microcalorimetry
2.2.4. Computational Approach
3. Results and Discussion
3.1. Temperatures and Enthalpies of Fusion
3.2. Enthalpies of Formation in the Crystalline Phase
3.3. Enthalpies of Sublimation
3.4. Conformational Analysis
3.5. Experimental and Computational Enthalpies of Formation in the Gaseous Phase
3.6. Calculated Enthalpic Increments (H → OH) and Analysis of the Intramolecular H-Bond Interaction
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Compound | |||
---|---|---|---|
6HI | 426.8 ± 0.9 | 430.0 a | 21.7 ± 1.0 |
7HI | 382.8 ± 0.8 | 384.8 a | 25.6 ± 0.5 |
Compound | ||||
---|---|---|---|---|
6HI | −29,211.1 ± 6.8 | −4327.9 ± 2.3 | −4330.3 ± 2.3 | −354.6 ± 2.6 |
7HI | −29,192.6 ± 5.6 | −4325.1 ± 2.0 | −4327.6 ± 2.0 | −357.3 ± 2.3 |
Compound | No. Exp. | Texp/(K) | |||
---|---|---|---|---|---|
6HI | 6 | 416.87 ± 0.04 | 136.58 ± 0.52 | 22.18 ± 0.01 | 114.4 ± 1.7 |
7HI | 6 | 375.50 ± 0.05 | 105.05 ± 0.48 | 13.39 ± 0.01 | 91.7 ± 2.0 |
Compound | |||
---|---|---|---|
6HI | −354.6 ± 2.6 | 114.4 ± 1.7 | −240.2 ± 3.1 |
7HI | −357.3 ± 2.3 | 91.7 ± 2.0 | −265.6 ± 3.0 |
Reaction | ||||
---|---|---|---|---|
(7) | 6HI | 8933.89 | −241.5 | |
7HI | 8959.97 | −267.6 | ||
(8) | 6HI | −0.96 | −242.0 | |
7HI | 25.12 | −268.1 | ||
(9) | 6HI | 35.08 | −239.8 | |
7HI | 61.16 | −265.9 | ||
(10) | 6HI | −1.80 | −242.9 | |
7HI | 24.28 | −269.0 | ||
(11) | 6HI | 0.11 | −240.1 | |
7HI | 26.19 | −266.2 | ||
(12) | 6HI | −1.47 | −241.7 | |
7HI | 24.61 | −267.8 | ||
(13) | 6HI | −1.80 | −237.9 | |
7HI | 24.28 | −264.0 | ||
<(6HI, g)> = −(240.9 ± 1.3) kJ·mol−1 <(7HI, g)> = −(266.9 ± 1.3) kJ·mol−1 |
Gas-Phase Enthalpy of Formation | |||||||||
---|---|---|---|---|---|---|---|---|---|
Compound | Atom. | Iso. (8) | Iso. (9) | Iso. (10) | Iso. (11) | Iso. (12) | Iso. (13) | Calculated Mean-Value | Experimental |
6HI | −241.5 | −242.0 | −239.8 | −242.9 | −240.1 | −241.7 | −237.9 | −240.9 ± 1.3 | −240.2 ± 3.1 |
7HI | −267.6 | −268.1 | −265.9 | −269.0 | −266.2 | −267.8 | −264.0 | −266.9 ± 1.3 | −265.6 ± 3.0 |
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Ribeiro da Silva, A.L.; Ribeiro da Silva, M.D.M.C. Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones. Appl. Sci. 2020, 10, 8512. https://doi.org/10.3390/app10238512
Ribeiro da Silva AL, Ribeiro da Silva MDMC. Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones. Applied Sciences. 2020; 10(23):8512. https://doi.org/10.3390/app10238512
Chicago/Turabian StyleRibeiro da Silva, Ana Luisa, and Maria D. M. C. Ribeiro da Silva. 2020. "Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones" Applied Sciences 10, no. 23: 8512. https://doi.org/10.3390/app10238512