THE ALLYLTOLUENES
447Hydrolysis of 0.5 g. with alcoholic sodium hydroxide gave 0.42 g. (93%) of the cis acid which was identified by a mixed melting point.
To extend our knowledge of the pyrolysis of olefins beyond the C5 members, these unsaturated hydrocarbons were chosen for study: diallyl, 4-methyl-l-pentene, allylcyclohexane and 4-phenyl-1 -butene. All possess the general structure R-CH2CH=CH2, wherein R is a radical of low electron attraction. In contrast to propylene and isobutylene,4 which required temperatures of 700°or above for extensive decomposition, these olefins decomposed considerably in the 425-500°r ange. Both types ß a possess a C-C=C skeleton but the former has no C-C-C=C skeleton. This difference suggests that pyrolysis produces a rupture of the C-C bond CL more readily than the C-C.Confirmation was found in the fact that propylene predominated throughout in the gases. The ethylene content was small, indicating an CL inconsiderable C-C scission. Saturated hydrocarbons and hydrogen comprised most of the remainder of the gas. Aliene was sought for but not found.
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