Pressure Stabilization of Criegee Intermediates Formed from Symmetric trans-Alkene Ozonolysis

Jani P. Hakala, Neil M. Donahue (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

6 Citations (Scopus)

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 (C 4 ) through trans-7-tetradecene (C 14 ). We measure the pressure falloff curves for each alkene from 50 to 900 Torr in a flow reactor using conversion of SO 2 to H 2 SO 4 with and without an OH scavenger, and subsequent detection of H 2 SO 4 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.

Original languageEnglish
Pages (from-to)9426-9434
Number of pages9
JournalJournal of Physical Chemistry A
Volume122
Issue number49
DOIs
Publication statusPublished - 13 Dec 2018
MoE publication typeA1 Journal article-refereed

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