CHED Christine Jaworek-Lopes, Irvin Levy, Beatriz Rios-McKee  Monday, March 17, 2014 

675 - Understanding reaction pathways of agrochemical precursors

Brett M. Sansbury, brett.sansbury@email.wesley.edu, Tabitha Lambert, tabitha.lambert@email.wesley.edu, Malcolm J. D'Souza. Department of Chemistry, Wesley College, Dover, DE 19901, United States

Choro- and chrorothionoformate esters are synthetically useful precursors in the commercial agrochemical industry as potential inhibitors of insect and plant growth. Prior analysis (from our lab) of solvolytic rate data for a variety of these esters showed the occurrence of simultaneous side-by-side addition-elimination and unimolecular S𝑁1 mechanisms that were dependent on the structure of the reacting substrate. In this undergraduate project we now focus on the study of the specific rates of solvolysis of 1-chloro-2-methyl propyl chloroformate and pentafluorophenyl chlorothionoformate in a number of solvents with different nucleophilicity and ionizing power values. For the two substrates analyzed, we show that the addition-elimination mechanism is the dominant channel in all of the solvents studied.

Research reported in this poster was supported by an Institutional Development Award (IDeA) from the National Institute of General Medical Sciences of the National Institutes of Health under grant number P20GM12345 and the National Science Foundation EPSCoR Grant No. EPS-081425.


Monday, March 17, 2014 12:00 PM
Undergraduate Research Posters (12:00 PM - 02:00 PM)
Location: Dallas Convention Center
Room: Hall F

 

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