Homocapsaicin: It's NOT the 7-ene-9-methyl isomer.
Food Chemistry 2015, 182, 72-73.
There are key differences in the occurrence of homocapsaicin isomers: 6-ene-8-Me (more abundant in nature), 6-ene-9-Me (less abundant in nature), and 7-ene-9-Me (not found in nature). Nevertheless, even in scientific journals, the 7-ene-9-Me isomer has been erroneously associated with natural sources on numerous occasions.
Ren A. Wiscons, M. Zeller, and Jesse L. C. Rowsell.
Crystal structure of 2,3-dimethylmaleic anhydride: continuous chains of electrostatic attraction.
Acta Crystallographica, Sect. E: Crystallographic Communications 2015, 71, 950-955
In the crystal structure of 2,3-dimethylmaleic anhydride, C6H6O3, the closest non-bonding intermolecular distances, between the carbonyl C and O atoms of neighboring molecules, were measured [and found to be surprisingly close]. Computational modeling suggests that this close contact is caused by strong electrostatic interactions between the carbonyl C and O atoms. Open Access.
Liora E. Mael, Michael I. Jacobs, and Matthew J. Elrod.
Organosulfate and Nitrate Formation and Reactivity from Epoxides Derived from 2-Methyl-3-buten-2-ol.
Journal of Physical Chemistry A 2015, 119, 4464-4472
Recent work has suggested that 2-methyl-3-butene-2-ol (MBO)-derived epoxide intermediates are responsible for some of the molecular species commonly found in ambient secondary organic aerosol (SOA). Nuclear magnetic resonance techniques were used to study the reaction kinetics and products of two potential MBO-derived epoxides under acidic solution conditions in the presence of sulfate and nitrate nucleophiles… the nucleophilic reactions were observed to be quite regiospecific, and the tertiary addition product species were found to hydrolyze on atmospherically relevant time scales.
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