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

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

*Corresponding author for this work

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

Funding

This research was supported by grants from NASA (NNX12AE54G), NSF (AGS1801897), and Academy of Finland Centre of Excellence Grants 1118615 and 272041, with instrumentation provided by an NSF MRI grant (CBET0922643).

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