Carlsen, Per published the artcileThermal rearrangement of 4-alkyl-1,2,4-triazoles. Rearrangements in the crystalline state, Recommanded Product: 4H-1,2,4-Triazole, the publication is Molecules [Electronic Publication] (1996), 242-250, database is CAplus.
A review and symposium lecture on the thermolyses of 4-alkyl-1,2,4-triazoles with 16 references They were observed to rearrange at 200-350° to the corresponding 1-alkylated triazoles. When substituted in the 4-position with aryl or vinylic substituents, the triazoles were inert to thermolysis, contrary to what was observed for the 4-alkyl- and 4-allyl-substituted systems. The mechanisms for the reactions were elucidated, e.g., by studies of substituent effects and by kinetic measurements in solution as well as for the neat samples. Reactions in solution were slow. The rearrangements in melts of the neat triazoles readily proceeded to the products, and were proposed to take place via a series of nucleophilic displacement steps. X-ray crystallog. measurements of selected structures showed that the interat. distances and angles between the relevant atoms in these structures to a large degree resembled the geometry expected for the SN2-type transition states proposed for the rearrangement mechanism. Thus, thermolyses of a series of triazole structures at temperatures below their m.ps., confirmed that rearrangements actually did take place. The “kinetics” of the reactions in the crystalline state were investigated, and rate constants and thermodn. data were correlated with the structural characteristics of the crystals.
Molecules [Electronic Publication] published new progress about 63598-71-0. 63598-71-0 belongs to triazoles, auxiliary class Triazole, name is 4H-1,2,4-Triazole, and the molecular formula is C2H3N3, Recommanded Product: 4H-1,2,4-Triazole.
Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics