Stability of Monoterpene-Derived α-Hydroxyalkyl-Hydroperoxides in Aqueous Organic Media - Relevance to the Fate of Hydroperoxides in Aerosol Particle Phases

Environmental Science & Technology
Junting QiuShinichi Enami

Abstract

The α-hydroxyalkyl-hydroperoxides [R-(H)C(-OH)(-OOH), α-HH] produced in the ozonolysis of unsaturated organic compounds may contribute to SOA aging. α-HHs inherent instability, however, hampers their detection and a positive assessment of their actual role. Here we report, for the first time, the rates and products of the decomposition of the α-HHs generated in the ozonolysis of atmospherically important monoterpenes α-pinene (α-P), d-limonene (d-L), γ-terpinene (γ-Tn) and α-terpineol (α-Tp) in water:acetonitrile (W:AN) mixtures. We detect α-HHs and multifunctional decomposition products as chloride-adducts by online electrospray ionization mass spectrometry. Experiments involving D2O and H2O(18) instead of H2O(16), and an OH-radical scavenger show that α-HHs decompose into gem-diols + H2O2 rather than free radicals. α-HHs decay mono- or bi-exponentially depending on molecular structure and solvent composition. e-fold times, τ(1/e), in water-rich solvent mixtures range from τ(1/e) = 15-45 min for monoterpene-derived α-HHs to τ(1/e) > 10^3 min for the α-Tp-derived α-HH. All τ(1/e)'s dramatically increase in < 20 % (v:v) water. Decay rates of the α-Tp-derived α-HH in pure water increase at lower pH (2.3 ≦ pH ≦ 3.3). The hydropero...Continue Reading

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Citations

Feb 24, 2021·Physical Chemistry Chemical Physics : PCCP·Mingxi HuShinichi Enami
Apr 28, 2021·The Journal of Physical Chemistry. a·Shinichi Enami
Dec 23, 2020·Environmental Science & Technology·Jinlai WeiManabu Shiraiwa
Aug 14, 2020·Environmental Science & Technology·Junting QiuShinichi Enami
Nov 25, 2020·The Journal of Physical Chemistry. a·Mingxi HuShinichi Enami
Oct 2, 2021·Environmental Science & Technology·Jinlai WeiManabu Shiraiwa

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