82481-34-3Relevant articles and documents
Investigations into the Mechanism of the Action of Alkali in Methanol on 3,6-Dibenzyl-s-tetrazines and their 1,4-Dihydro-derivatives: the Role of s-Tetrazines as Hydride Acceptors and an X-Ray Determination of the Structure of 3,6-Bis(4-chlorobenzyl)-1,4-dihydro-s-tetrazine
Hunter, Daniel,Neilson, Douglas G.,Weakley, Timothy J.R.
, p. 1165 - 1170 (2007/10/02)
Evidence is presented for the mechanism of the reaction of potassium hydroxide with 3,6-dibenzyl-s-tetrazines in which some tetrazine molecules act as hydride acceptors to become dihydro-derivatives which, in turn, react with alkali in a competing reaction to form the corresponding 1,3,4-oxadiazoles.The known action of alkali on 3,6-dibenzyl-1,4-dihydro-s-tetrazines to form 1,3,4-oxadiazoles has been shown to require the presence of an oxidising agent and tetrazine can play this role.The structures of the dihydro-derivatives of s-tetrazines have been in doubt, being called 1,2- and/or 1,4-compounds almost at random, but an X-ray determination of the structure of the dihydro-derivative of 3,6-bis(4-chlorobenzyl)-s-tetrazine has shown conclusively that it exists as 1,4-dihydro-compound.