Account for each of the following facts with an explanation. (a) 1,3-Cyclopentadiene is a considerably stronger carbon

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Account for each of the following facts with an explanation.

(a) 1,3-Cyclopentadiene is a considerably stronger carbon acid than 1,4-pentadiene, even though the acidic hydrogens in both cases are doubly allylic.

1,3-cyclopentadiene 1,4-pentadiene

(b) 3-Bromo-1,4-pentadiene undergoes solvolysis readily in protic solvents, but 5-bromo-1,3-cyclopentadiene is virtually inert.Br Br 3-bromo-1,4-pentadiene 5-bromo-1,3-cyclopentadiene

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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