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Nanette M. Wachter-Jurcsak

Professor of Chemistry


Degrees

PHD, 1995, Univ Connecticut; MS, 1990, Old Dominion Univ; BS, 1982, St Lawrence Univ


Bio

B.S. Chemistry, St. Lawrence University, 1982; M.S. Organic Chemistry, Old Dominion University, 1990; Ph.D. Organic Chemistry, University of Connecticut, Storrs, 1995.
Science Technician, Applied Marine Research Laboratories, Norfolk, VA, 1985-1989.
Founder and Director of Hofstra University Summer Science Research Program, 2001-2012.
Coordinator of Organic Chemistry Laboratory, Hofstra University, 2001 - present.

Teaching Interests

Organic Chemistry

Research Interests

1. Synthesis of Furoxans and Evaluating Their Potential as NO-Releasing Pharmaceuticals Nitric oxide (NO) is an important intercellular signaling molecule and plays a role in a variety of biological processes. Some heteroaromatic organic compounds, such as 1,2,5-oxadiazole-2-oxides (furoxans), have been shown to release NO in the presence of thiol cofactors. Furoxan derivatives, therefore, may serve therapeutically as NO-generators in vivo. We have synthesized a series of symmetrically substituted 3,4-dibenzoyl-1,2,5-oxadiazole-2-oxides ("dibenzoylfuroxans") and are evaluating the release NO from these systems. 2. Mechanistic investigation of nitration of aryl methyl ketones. Nitration of benzene is one of the prototypical examples of electrophilic aromatic substitution introduced in organic chemistry. However, our research demonstrates that the majority of methyl phenyl ketones undergo substitution at the alpha carbon rather than the aromatic ring when they are treated with anhydrous nitric acid. We are investigating the competition between electrophilic aromatic substitution versus addition to the enol of methyl phenyl ketones. We are performing a combination of 1H NMR kinetic investigations and computational studies to explain the different mechanistic pathways observed in the nitration of methyl phenyl ketones. 3. Reactivity of 2-Pyridinylcarboxaldehyde in Claisen-Schmidt condensation reactions. We are investigating the reactivity of electron-deficient aromatic aldehydes in base-catalyzed aldol condensation reactions with acetophenone. In an earlier study, we demonstrated that 2-pyridine- and 2-quinolinecarboxaldehyde undergo tandem aldol condensation - Michael addition reactions with the enolate of acetophenone. We are performing computational investigations to elucidate the enhanced reactivity of these systems.

Recent Courses Taught

Course Title Level
CHEM 130 ORGANIC CHEMISTRY PRINCIPLES Undergraduate
CHEM 135 FOUNDATIONS OF ORGANIC CHEM Undergraduate
CHEM 137 FOUNDATNS IN ORGANIC CHEM LAB Undergraduate
CHEM 152 UNDERGRAD RESEARCH 2 Undergraduate
CHEM 172 ADV ORG CHEM:REACTNS&SYNTHESIS Undergraduate
CHEM 175 MEDICINAL CHEMISTRY Undergraduate
CHEM 199 DEPT HONORS CANDIDACY:RESEARCH Undergraduate
Photo of Nanette Wachter-Jurcsak

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