Enhancing the Photo and Thermal Stability of Nicotine through Crystal Engineering with Gentisic Acid

Devin J. Angevine; Kristine Joy Camacho; Javid Rzayev; Jason B. Benedict

doi:10.3390/molecules27206853

Enhancing the Photo and Thermal Stability of Nicotine through Crystal Engineering with Gentisic Acid

Devin J. Angevine
, Kristine Joy Camacho
, Javid Rzayev
, Jason B. Benedict

Chemistry

SUNY Buffalo

Research output: Contribution to journal › Article › peer-review

5 Scopus citations

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 ΔT_m 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.

Original language	English
Article number	6853
Journal	Molecules
Volume	27
Issue number	20
DOIs	https://doi.org/10.3390/molecules27206853
State	Published - Oct 2022

Keywords

crystal engineering
gentisic acid
nicotine
nicotine salt
solid-state

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10.3390/molecules27206853

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title = "Enhancing the Photo and Thermal Stability of Nicotine through Crystal Engineering with Gentisic Acid",

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.",

keywords = "crystal engineering, gentisic acid, nicotine, nicotine salt, solid-state",

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year = "2022",

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journal = "Molecules",

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AU - Angevine, Devin J.

AU - Camacho, Kristine Joy

AU - Rzayev, Javid

AU - Benedict, Jason B.

PY - 2022/10

Y1 - 2022/10

N2 - 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.

AB - 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.

KW - crystal engineering

KW - gentisic acid

KW - nicotine

KW - nicotine salt

KW - solid-state

UR - https://www.scopus.com/pages/publications/85140881478

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DO - 10.3390/molecules27206853

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SN - 1420-3049

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JO - Molecules

JF - Molecules

IS - 20

M1 - 6853

ER -

Enhancing the Photo and Thermal Stability of Nicotine through Crystal Engineering with Gentisic Acid

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Keywords

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