Pavlik, James W.
Following one suggested procedure, 1,3,5-triphenyl-1,2,4- triazole could be formed via two different mechanistic pathways. Both mechanisms yield the same triazole because the three substituents are phenyl groups. If one of the substituents is changed to a methyl group through use of different starting materials, two products are possible, 5-methyl-1,3-diphenyl-1,2,4-triazole or 3-methyl-1,5- diphenyl-1,2,4 triazole. A procedure was devised for which there was one possible mechanism leading only to 5-methyl-1,3-diphenyl-1,2,4-triazole. Comparison of the NMR spectra and melting point data confirmed that both procedures gave 5-methyl-1,3-diphenyl-1,2,4-triazole. Neither 1,3,5-triphenyl-1,2,4-triazole nor 1,5-diphenyl-1,2,4- triazole underwent a photoisomerization reaction when exposed to UV light at 254 nm or 300 nm.
Worcester Polytechnic Institute
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Chemistry and Biochemistry