EFFECT OF ELECTRON DONATING AND ELECTRON WITHDRAWING GROUP ON THE SYNTHESIS

ABSTRACT

This research covered the synthesis of a chalcone epoxide to compare on a basis of electron donating and withdrawing groups attached and a resulting pyrazole. The two chalcone epoxides 1-phenyl-3-(4-methoxyphenyl)-2,3-epoxy-1-propanone and 1-phenyl-3-(4-chlorophenyl)-2,3-epoxy-1-propanone was synthesised from phenacyl bromide and p-Anisaldehyde and 4-Chlorobenzaldehyde respectively. The methoxy (electron donating) chalcone epoxide was synthesised in 35 min compared to a 1 h 20 min synthesis completion time of the chloro (electron withdrawing) chalcone epoxide. The 1-(2,4-Dinitrophenyl)-3-phenyl-5-(4-methoxyphenyl)-1H-pyrazol-4-ol was synthesised from 1-phenyl-3-(4-methoxyphenyl)-2,3-epoxy-1-propanone and 2,4-dinitrophenylhydrazine. The synthesised compounds were characterised using FTIR, UV, 1H NMR. The successful synthesis approach through a moderate reaction method, with easily sourced reagents and structural analysis afforded the compounds moderate yields and stages a potential for advancing multiple fields from pharmaceuticals, drug development, agriculture and the chemical industry.