It is known that a 1,4 - cyclohexadiene compound undergoes an isomerization process to become 1,3 - cyclohexadiene in the presence of an acid. There are 2 possible mechanisms for the isomerization reaction, namely: If 3,3,6,6 - tetradeuterio - 1,4 - cyclohexadiene is reacted with an acid so that it undergoes an isomerization reaction to become 1,2,5,5 - tetradeuterio - 1,3 - cyclohexadiene. Which is the preferred mechanism path? Explain why! (Note: the C - H bond is weaker than the C - D bond)
It is known that a 1,4 - cyclohexadiene compound undergoes an isomerization process to become 1,3 - cyclohexadiene in the presence of an acid. There are 2 possible mechanisms for the isomerization reaction, namely: If 3,3,6,6 - tetradeuterio - 1,4 - cyclohexadiene is reacted with an acid so that it undergoes an isomerization reaction to become 1,2,5,5 - tetradeuterio - 1,3 - cyclohexadiene. Which is the preferred mechanism path? Explain why! (Note: the C - H bond is weaker than the C - D bond)
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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It is known that a 1,4 - cyclohexadiene compound undergoes an isomerization process to become 1,3 - cyclohexadiene in the presence of an acid. There are 2 possible mechanisms for the isomerization reaction, namely:
If 3,3,6,6 - tetradeuterio - 1,4 - cyclohexadiene is reacted with an acid so that it undergoes an isomerization reaction to become 1,2,5,5 - tetradeuterio - 1,3 - cyclohexadiene. Which is the preferred mechanism path? Explain why! (Note: the C - H bond is weaker than the C - D bond)
Transcribed Image Text:H*
-H*
(1)
Shift (2)
-H*
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