322406-27-9Relevant academic research and scientific papers
Thermolysis of triazoles as melts - Is the 3,5-diphenyl-1,2,4-triazole group a good leaving group?
Gautun, Odd R.,Carlsen, Per H. J.
, p. 3749 - 3753 (2007/10/03)
The mechanism of the rearrangement of 4-alkyltriazoles to the corresponding 1-alkyltriazoles on thermolysis at 330 °C is shown to involve initial formation of an intermediate 1,4-dialkyltriazolium triazolate salt. The triazolate ion subsequently attacks at the alkyl group bearing 1- and 4-positions of the dialkyltriazolium ion, yielding the observed products. No evidence for unimolecular reaction steps has been found. The triazole moiety in these compounds is only a weak leaving group, which requires activation by alkylation. Unimolecular reaction steps never take place, neither from neutral triazole species nor from activated dialkyl-substituted triazolium species.
