Classes of Dienes Conjugated and Otherwise

Electrostatic potential maps for allyl and propyl anion. The charge is dispersed in allyl and shared equally by C-1 and C-3. The charge is localized at C-1 in propyl. The color scale is the same for both maps. 

The extent to which electron delocalization stabilizes allyl anion can be assessed by comparing the p T s of propane and propene. 

Although the values of hydrocarbons are subject to a fair degree of uncertainty and vary 

After heating a solution of allyl fert-butyl sulfide and sodium ethoxide in ethanol for several hours, fert-butyl propenyl sulfide was isolated in 66% yield. Surest a stepwise mechanism for this isomerization. Which has the smaller pkg (is the stronger acid), the reactant or the product  

Allyl fert-butyl sulfide ferf-Butyl propenyl sulfide 

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