Enhancing the Photo and Thermal Stability of Nicotine through Crystal Engineering with Gentisic Acid |
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| Authors: | Devin J. Angevine Kristine Joy Camacho Javid Rzayev Jason B. Benedict |
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| Affiliation: | 1.Department of Chemistry, University at Buffalo 730 Natural Sciences Complex, Buffalo, NY 14260-3000, USA;2.Department of Chemistry, University at Buffalo 838 Natural Sciences Complex, Buffalo, NY 14260-3000, USA;3.Department of Chemistry, University at Buffalo 826 Natural Sciences Complex, Buffalo, NY 14260-3000, USA;4.Department of Chemistry, University at Buffalo 771 Natural Sciences Complex, Buffalo, NY 14260-3000, USA |
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| Abstract: | The use of crystal engineering to convert liquids into crystalline solids remains a powerful method for inhibiting undesired degradation pathways. When nicotine, a liquid sensitive to both light and air, is combined with the GRAS-listed compound, gentisic acid, the resulting crystalline solid, exhibits enhanced photo and thermal stability. Despite a modest ΔTm of 42.7 °C, the melting point of 155.9 °C for the nicotinium gentisate salt is the highest reported for nicotine-containing crystalline solids. An analysis of the crystal packing and thermodynamic properties provides context for the observed properties. |
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| Keywords: | crystal engineering solid-state nicotine salt nicotine gentisic acid |
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