Allylic Rearrangements. XIX. Studies of the Ozonization of Allylic Systems

During the investigation of the reactions of certain allylic systems under controlled conditions it has been necessary to devise methods for the analysis of mixtures of allylic isomers, the compositions of which could not be readily determined by the fractional distillation procedures used previously. Hurd has applied the ozonolysis method to the analysis of hexenyl bromides and the results are in satisfactory agreement with those obtained by the refractometric method. We have investigated the ozonization of other types of allylic systems giving particular attention to the influence of the group X on the products obtained from isomers of the type RCH=CH-CHR’X (I) and RCHX-CH=CHR’ (II).