Question

given solvolysis (ionization) of 5-chloro-4-ethyl-1,3-cycloheptadiene and 6-chloro-4-ethyl-1,4-cycloheptadiene A. draw the important resonance forms for the intermediates...

given solvolysis (ionization) of 5-chloro-4-ethyl-1,3-cycloheptadiene and 6-chloro-4-ethyl-1,4-cycloheptadiene

A. draw the important resonance forms for the intermediates you would expect.
B. which would react faster and why.

Homework Answers

Answer #1

for the given solvolysis of 5-chloro-4-ethyl-1,3-cycloheptadiene and 6-chloro-4-ethyl-1,4-cycloheptadiene systems,

A. the resonance forms for the carbocation intermediate are shown below

B. Of the two substrates,  6-chloro-4-ethyl-1,4-cycloheptadiene would react faster than the other because the tertiary carbocation stability is greater than secondary carbocation formed.

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