Stability of Terpenoid-Derived Secondary Ozonides in Aqueous Organic Media.

ABSTRACT: 1,2,4-Trioxolanes, known as secondary ozonides (SOZs), are key products of ozonolysis of biogenic terpenoids. Functionalized terpenoid-derived SOZs are readily taken up into atmospheric aerosols; however, their condensed-phase fates remain unknown. Here, we report the results of a time-dependent mass spectrometric investigation into the liquid-phase fates of C₁₀ and C₁₃ SOZs synthesized by ozonolysis of a C₁₀ monoterpene alcohol (α-terpineol) in water:acetone (1:1 = vol:vol) mixtures. Isomerization of Criegee intermediates and bimolecular reaction of Criegee intermediates with acetone produced C₁₀ and C₁₃ SOZs, respectively, which were detected as their Na⁺-adducts by positive-ion electrospray mass spectrometry. Use of CD

SUBMITTER: Qiu J 

PROVIDER: S-EPMC9393869 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature