Estimate the stabilization gained as a result of conjugation when 1,4-pentadiene is converted to trans-1,3-pentadiene. Note that the answer is not as simple as comparing the heats of hydrogenation of 1,4-pentadiene and trans-1,3pentadiene. Although the double bonds are moved from unconjugated to conjugated, the degree of substitution of one of the double bonds is also changed, in this case, from a monosubstituted double bond to a trans disubstituted double bond. To answer this question, you must separate the effect that is the result of conjugation from that caused by a change in the degree of substitution.

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Estimate the stabilization gained as a result of conjugation when 1,4-pentadiene is converted to trans-1,3-pentadiene. Note that the answer is not as simple as comparing the heats of hydrogenation of 1,4-pentadiene and trans-1,3pentadiene. Although the double bonds are moved from unconjugated to conjugated, the degree of substitution of one of the double bonds is also changed, in this case, from a monosubstituted double bond to a trans disubstituted double bond. To answer this question, you must separate the effect that is the result of conjugation from that caused by a change in the degree of substitution.

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