Event Title
Oligomerization Reactions of Isoprene-Derived Epoxides on Secondary Organic Aerosol Particles
Location
Science Center, Bent Corridor
Start Date
10-28-2016 5:30 PM
End Date
10-28-2016 6:00 PM
Poster Number
13
Abstract
A significant portion of the atmosphere’s particulate matter consists of secondary organic aerosol (SOA), which has been implicated in human respiratory and cardiovascular disease, visibility loss, and climate modification. Extensive studies of SOA formation in the southeastern United States have identified epoxide intermediates as key species in the formation of isoprene-derived SOA. Recent work has suggested that isoprene-derived dimers constitute a significant part of SOA in the southeastern United States. Nuclear magnetic resonance techniques were used to study acid catalyzed oligomerization of the isoprene-derived epoxide IEPOX-4. In order to identify chemical shift trends and facilitate analysis of complex dimer spectra, IEPOX-4 nucleophilic addition was performed with a variety of organic nucleophiles and characterized using one and two-dimensional NMR spectroscopy. Addition of organic nucleophiles to IEPOX-4 increased chemical shift at the tertiary attack site and decreased chemical shift at all other neighboring atoms.
Recommended Citation
Stropoli, Santino, "Oligomerization Reactions of Isoprene-Derived Epoxides on Secondary Organic Aerosol Particles" (2016). Celebration of Undergraduate Research. 56.
https://digitalcommons.oberlin.edu/cour/2016/posters/56
Major
Chemistry; Violin Performance
Project Mentor(s)
Matthew J. Elrod, Chemistry
Document Type
Poster
Oligomerization Reactions of Isoprene-Derived Epoxides on Secondary Organic Aerosol Particles
Science Center, Bent Corridor
A significant portion of the atmosphere’s particulate matter consists of secondary organic aerosol (SOA), which has been implicated in human respiratory and cardiovascular disease, visibility loss, and climate modification. Extensive studies of SOA formation in the southeastern United States have identified epoxide intermediates as key species in the formation of isoprene-derived SOA. Recent work has suggested that isoprene-derived dimers constitute a significant part of SOA in the southeastern United States. Nuclear magnetic resonance techniques were used to study acid catalyzed oligomerization of the isoprene-derived epoxide IEPOX-4. In order to identify chemical shift trends and facilitate analysis of complex dimer spectra, IEPOX-4 nucleophilic addition was performed with a variety of organic nucleophiles and characterized using one and two-dimensional NMR spectroscopy. Addition of organic nucleophiles to IEPOX-4 increased chemical shift at the tertiary attack site and decreased chemical shift at all other neighboring atoms.
