Comparison of a series of 1,2-naphthoquinone thiosemicarbazide and semicarbazide compounds

CHED 540

Brandi Robinson, brrobinson21@tntech.edu, Rachel C. Huxford, rchuxford21@tntech.edu, and E. C. Lisic, edlisic@tntech.edu. Department of Chemistry, Tennessee Technological University, Cookeville, TN 385055
This work will present the synthesis of a series of thiosemicarbazide and semicarbazide compounds based on the 1,2-naphthoquinone substrate. The eight compounds were characterized by 1H NMR, and IR spectroscopy. The data supports an assignment for the structure of these compounds to include a stable and strongly hydrogen bonded hydrazinic proton that forms a portion of a uniquely characteristic six-membered ring. The far-downfield resonance in the proton NMR spectrum for this unique hydrogen-bonded proton makes it very easy to identify.