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Updated: Feb 2, 2026

Functionalization and Dispersion of Carbon Nanomaterials Using an Environmentally Friendly Ultrasonicated Ozonolysis Process
Published on: May 30, 2017
Pressure Stabilization of Criegee Intermediates Formed from Symmetric trans-Alkene Ozonolysis
Jani P Hakala1,2, Neil M Donahue1,2
1Center for Atmospheric Particle Studies , Carnegie Mellon University , 5000 Forbes Avenue , Pittsburgh , Pennsylvania 15213 , United States.
Abstract:
We explore the pressure dependence of a stabilized Criegee Intermediate (sCI) formation from a sequence of trans-alkene ozonolysis reactions. To study the effect of carbon chain length on the stabilization, we select five symmetric trans-alkenes ranging from trans-2-butene (C4) through trans-7-tetradecene (C14). We measure the pressure falloff curves for each alkene from 50 to 900 Torr in a flow reactor using conversion of SO2 to H2SO4 with and without an OH scavenger, and subsequent detection of H2SO4 with a nitrate chemical ionization mass spectrometer to constrain sCI yields. As the length of the carbon chain increases, we observe a systematic increase in Criegee Intermediate stabilization at a given pressure, along with a systematic decrease in the low-pressure limit. Our results also suggest that for these symmetrical systems the anticonformer of the Criegee Intermediate stabilizes before (at lower pressure than) the syn conformer.
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