Faculty Advisor

James Wollack





Synthesis of a Derivative for Metal Salen

This three step procedure outlines the synthesis of 5-(2-sulfhydrylethyl)salicylaldehyde. First the intermediate, 4-(2-iodoethyl)phenol was made by combining hydriodic acid and 4- methoxyphenethyl. The iodinated product was converted into a Grignard reagent and treated with paraformaldehyde and triethylamine to make 5-(2-iodoethyl)salicylaldehyde. Lastly, 5-(2- sulfhydrylethyl)salicylaldehyde was obtained by reacting 5-(2-iodoethyl)salicylaldehyde with thiourea. Benzene is a known carcinogenic compound. Here, it is replaced by toluene because it has similar physical properties but is less carcinogenic. The product of this synthesis can be used to form derivatives of metal salens which could play a valuable role in medical technology and engineering.