87797-73-7Relevant articles and documents
Novel Alumina-catalysed Reactions of Arylthioalkyl Halides and Related Compounds
Jigajinni, Veerappa B.,Wightman, Richard H.
, p. 1801 - 1812 (2007/10/02)
Arylthioalkyl halides of the type ArS(CH2)nCl (Ar = phenyl or substituted phenyl, n = 1-4) undergo rearrangement on heating with neutral alumina to 1,n-bis(arylthio)alkanes of type ArS(CH2)nSAr in high yield.Similar rearrangements occur with some closely related structural types.The bis(arylthio)alkanes undergo further reaction with alumina at higher temperatures in air giving diaryl disulphides.Bis(o-iodophenylthio)methane eliminates iodine on heating with alumina, producing dibenzodithiepin.Some observations concerning the mechanism are presented.