Investigation of the influence of 18-crown-6 on the oxidation of selected arenes

• Main Author: Perez, Milagros Abaya
• Format: text
• Language: English
• Published: Animo Repository 1995
• Subjects: Oxidation-reduction reaction; Chemical reactions; Solvents; Solution (Chemistry); Ether; Spectrum analysis; Chemistry > Qualitative; Chemistry
• Online Access: https://animorepository.dlsu.edu.ph/etd_masteral/1683; https://animorepository.dlsu.edu.ph/cgi/viewcontent.cgi?article=8521&context=etd_masteral
• Institution: De La Salle University

The influence of the 18-crown-6 on the oxidation of toluene and benzene was investigated using varying oxidants namely, KMnO4, K2Cr2O7, and K2CrO4. The six reaction solutions that were investigated are toluene (or benzene)-KMnO4-crown ether, toluene (or benzene)-K2Cr2O7-crown ether, and toluene (or benzene)-K2CrO4-crown ether. Ultraviolet-visible (UV-Vis) scannings of the reaction mixtures over a one-hour period revealed decreasing absorbance readings coupled with decolorization indicating the occurrence of a reaction. Fourier transform infrared (FT-IR) spectral analyses of the evaporation products from the reaction mixtures revealed key functional groups as follows: broad absorption bands at 3440 cm to negative 1 to 3414 cm to negative 1 which characterize O-H stretching vibrations medium to strong bands at 1663 cm to negative 1 to 1650 cm to negative 1, characteristic of C=O stretches as effected by conjugation or unsaturation on each side of the carbonyl group and sharp band at 1729 cn to negative 1, another characteristic infrared absorption for the C=O stretch. These findings suggested the ring opening and oxidation of the arenes in the presence of 18-crown-6 to carboxylic acids.