Ethyl allyl ether, pyrolysis

The results are shown in Table 23. Relative rate data were obtained by simultaneous pyrolysis of pairs of ethers. Since the total rate spread of all ethers from the slowest (ethyl allyl) to the fastest (diphenylmethyl-1-methyl allyl) was only a factor of 40, it is apparent that substituent effects are relatively very small (see ester and vinyl ether eliminations). Polarization in the transition states must, therefore, be minimal. Cookson and Wallis ° noted the following rate trends ... 

The pyrolysis of allyl vinyl ethers derived by acid- or mercuric ion-catalyzed ether exchange of ethyl vinyl ether or substituted vinyl ethers with allylic alcohols produces the corresponding y, 8-unsaturated aldehydes or ketones, respectively. 

A. J. Colussi, F. Zabel, and S. W. Benson, The very low-pressure pyrolysis of phenyl ethyl ether, phenyl allyl ether, and benzyl methyl ether and the enthalpy of formation of the phenoxy radical, Int. J. Chem. Kinet. IX 161-178 (1977). 

Pentadiene has been prepared by the interaction of allyl bromide and vinyl bromide in the presence of magnesium,8 by the pyrolysis of 1,5-pentanediol diacetate 5-6 or 4-penten-l-ol acetate,6-9 and by the reaction of < -allyl-/3-bromoethyl ethyl ether with zinc.10-11 The present procedure is based on the work of Schniepp and Geller6 and of Paul and Tchelitcheff. 6... 

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