A facile reaction of sulphenamide accelerators with acetone
1990
Chapman, A. V.
N-cyclohexylaminobenzothiazole-2rsulphenamide (CBS) reacts with acetone at ambient temperature to give 2’ (benzothiazolylthio} propan-2-one (1), 1, l-bis-(2’ -benzothiazolylthio)-2-cydohexylaminoprop-l-ene (2), cyclohexylamine, and a trace of 2-mercaptobenzothiazole (MET). 1 is an intermediate in the production of 2, as it reacts with CBS in the absence of acetone to give 2. 1, 3-bis-(2’-benzothiazolylthio) propan-2-one (3) and 1, l-bis-(2’-benzothiazolylthio) propan-2-one (4) are also produced in the latter reaction. This reactivity of sulphenamide accelerators should be borne in mind when employing acetone extraction in the analysis of curatives in rubber compounds or vulcanisates.
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