Iodination of Eugenol Using Chloramine T as Oxidator

Abstract

The activity of Eugenol in diagnosing and treating cancers has been investigated. This study aims to synthesise a Eugenol derivative by reacting it with iodide in buffer solvents at pH 5.8, 7 and 8 with chloramine T at 40 mg, 50 mg and 60 mg. The derivatives were further purified by liquid-liquid extraction with aquabidest (double purified distilled water) as the polar phase and chloroform as the organic phase. The extraction was monitored with Thin Layer Chromatography (TLC) and purified with PTLC. The characterisation was done using UV and IR spectrophotometers. The product's organoleptic properties showed that it is a colourless liquid with a chloroform odour. The optimal conditions for the synthesis are pH 8 with 40 mg of chloramine T. The product showed a UV signal at λmax263.1 nm and the FTIR spectrum of C-I at 534.28 cm-1. In addition, the C-O band was observed at 1230.58 cm-1 and 1303.88 cm-1. The aromatic C = C at 1452.4 cm-1, 1500.62 cm-1 and 1527.62 cm-1, while C = C of an aliphatic alkene band at 1597.06 cm-1. The C-H band was observed at 3259.7 3 cm-1, while the free OH gave a signal at 3356.14 cm-1. Substituted Eugenol compounds can be derived with iodide at an optimum pH of 8 and chloramine T at 40 mg.