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1.
ACS Omega ; 8(17): 15535-15542, 2023 May 02.
Artículo en Inglés | MEDLINE | ID: mdl-37151519

RESUMEN

Crystallization of nicotine, an oil prone to degradation at room temperature, has been demonstrated to be an effective means of creating nicotine-based materials with tunable thermal properties and improved resistance to photo-induced degradation. Herein, we show that both isomers of enantiomerically pure tartaric acid are highly effective salt formers when combined with nicotine. Both salts exhibit enhanced photostability, and with a melting point of 143.1 °C, the salt prepared using d-(-)-tartaric acid possesses one of the highest melting points for a crystalline nicotine solid reported to date.

2.
IUCrdata ; 7(Pt 5): x220510, 2022 May.
Artículo en Inglés | MEDLINE | ID: mdl-36338936

RESUMEN

In the title double proton-transfer salt, C12H12N2 2+·2C8H7O4 -, consisting of a 1:2 ratio of 4,4'-(ethene-1,2-diyl)dipyridinium cations (trans bipyridinium ethyl-ene) to 2-hy-droxy-3-meth-oxy-benzoate anions (o-vanillate), the complete cation is generated by crystallographic inversion symmetry and it is linked to adjacent o-vanillate anions by N-H⋯O hydrogen bonds, forming trimolecular assemblies. The trimers are linked by C-H⋯O hydrogen bonds as well as aromatic π-π stacking inter-actions into a three-dimensional network. The anion features an intra-molecular O-H⋯O hydrogen bond.

3.
IUCrdata ; 7(Pt 3): x220304, 2022 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-36339810

RESUMEN

In the title 1:1 co-crystal [alternatively called bi-pyridine ethyl-ene-p-vanillic acid (1/1)], C12H10N2·C8H8O4, the dihedral angle between the pyridine rings is 59.51 (5)°. In the crystal, the mol-ecules are linked by O-H⋯N hydrogen bonds, generating [401] chains of alternating C12H10N2 and C8H8O4 mol-ecules.

4.
Molecules ; 27(20)2022 Oct 13.
Artículo en Inglés | MEDLINE | ID: mdl-36296448

RESUMEN

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.


Asunto(s)
Gentisatos , Nicotina , Termodinámica
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