Utilizing 19F NMR to dynamically monitor the association of (R) and (S) 1,1'-bi-2-naphthol bis(trifluoromethanesulfonate) with humic acid

ANYL 160

Hadi M. Marwani1, Mark Lowry1, Sayo O. Fakayode2, Isiah M. Warner, iwarner@lsu.edu1, and Robert L. Cook, rlcook@lsu.edu3. (1) Department of Chemistry, Louisiana State University, 402 Choppin, Baton Rouge, LA 70803, (2) Department of Chemistry, Winston-Salem State University, Winston- Salem, NC 27110, (3) Department of Chemistry, Louisiana State University and Southern University at Baton Rouge, 636 Choppin Hall, Baton Rouge, LA 70803
A mechanistic level understanding of the association of hydrophobic compounds (HOCs) with natural organic matter (NOM) is still not fully available. Within this study the association of (R) and (S) 1,1'-bi-2-naphthol bis(trifluoromethanesulfonate) (Binol-bisTFMS) with dissolved Leonardite humic acid (HA) is monitored by 19F NMR. This study revealed that Binol-bisTFMS can exist in one of three environments: (1) the bulk solvent, (2) being nucleophilically attacked by the HA, and (3) in association with aromatic moieties within the HA. The kinetic data show that the associations of Binol-bisTFMS is not a simple partitioning but consists of a two-step mechanism in which the Binol-bisTFMS goes from the environment 1 to 2 in what can be viewed as an adsorption step, and then migrating from the environment 2 to 3, which can be viewed as an absorption step.
 

Environmental Chemistry
8:55 AM-11:55 AM, Tuesday, April 8, 2008 Morial Convention Center -- Rm. 335, Oral

Division of Analytical Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008