Solvent and Solubility Effects on Quinone Ratios

ECU Author/Contributor (non-ECU co-authors, if there are any, appear on document)

Brian Duffy (Creator)

Institution

East Carolina University (ECU )

Web Site: http://www.ecu.edu/lib/

Advisor

Brian E. Love

Abstract: Monoquinones and diquinones are a biologically and chemically important class of compounds that can be found in numerous natural products such as: thymoquinone oosporein coenzyme Q embelin and the respective dimer biembelin. These 1 4-benzoquinone derivatives exhibit prominent pharmacological applications such as antibiotic anti-tumor anti-malarial anti-coagulant and anti-convulsant activity.  Though quinones can be prepared by a variety of processes they are most commonly synthesized through the treatment of hydroquinone dimethyl ethers with ceric ammonium nitrate (CAN). However this can lead to an unpredictable mixture of monoquinone and diquinone as the products. This project has investigated the effect of solvent and substrate water solubility on monoquinone / diquinone product ratios with the aim of being able to consistently and predictably favor one (monoquinone or diquinone) over the other. 

Additional Information

Publication

Thesis

Date: 2012

Keywords

Chemistry, Organic chemistry, Diquinone, Quinone, Synthesis

Subjects

Quinone--Synthesis--Research

Synthetic products

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