The Preparation of Some Octenyl Sulfides from Oct-1-en-3-ol and Oct-2-en-1-ol

(E)- and (Z)-l-(Phenylthio)oct-2-ene, (E)-l-(methylthio)- and l-(t-butylthio)-oct-2-ene, S- [(E)-oct-2-enyl] N, N-dimethylthiocarbamate, S-[(Z)-oct-2-enyl] N, N-dimethylthiocarbamate, (E)-(oct-2-enylthio)benzothiazole, and 5-[(E)-oct-2-enyl] N, N, N’, N’-tetramethylphosphorodi- amidothioate have been prepared by nucleophilic substitution reactions and [1, 3]- and [3, 3]-sigma- tropic shifts involving intermediates prepared from oct-l-en-3-ol and (E)- and (Z)-oct-2-en-l-ol.