An alkene isomerization reaction is shown below. a. iPr - 59.7 kJ/mol - 55.5 kJ/mol When considering alkene stability (and before looking at the numbers or doing any calculations), decide whether you believe Keq for the reaction as drawn is greater than or less than one. Briefly explain your choice (1 sentence). b. The energy of formation for each molecule from its elements in their standard state is shown below the structures above. Use these values to find Keq for this reaction at 298 K. c. Ignoring the stereochemistry of the reaction, draw the mechanism for the reaction of cis-4-methyl-2- pentene with Br₂.

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25. Alkene Isomerization
An alkene isomerization reaction is shown below.
a.
C.
iPr.
- 59.7 kJ/mol
When considering alkene stability (and before looking at the numbers or doing any calculations), decide
whether you believe Keq for the reaction as drawn is greater than or less than one. Briefly explain your
choice (1 sentence).
b. The energy of formation for each molecule from its elements in their standard state is shown below the
structures above. Use these values to find Keq for this reaction at 298 K.
% each:
Ignoring the stereochemistry of the reaction, draw the mechanism for the reaction of cis-4-methyl-2-
pentene with Br2.
d. The reaction between these molecules and bromine is stereospecific (each isomer gives a different
product). Suppose 1 mole of trans-4-methyl-2-pentene was allowed to reach equilibrium before being
reacted with molecular bromine. Based on your answer to part b, estimate the percentages of each
product shown. (For partial credit, you may also just use the labels "major" "minor" and "not formed").
Br iPr
H
Br
H Br
- 55.5 kJ/mol
CH3
iPr
H
Br
Ø
Br
H
iPr
-CH3
H₂C
Br
H
Transcribed Image Text:25. Alkene Isomerization An alkene isomerization reaction is shown below. a. C. iPr. - 59.7 kJ/mol When considering alkene stability (and before looking at the numbers or doing any calculations), decide whether you believe Keq for the reaction as drawn is greater than or less than one. Briefly explain your choice (1 sentence). b. The energy of formation for each molecule from its elements in their standard state is shown below the structures above. Use these values to find Keq for this reaction at 298 K. % each: Ignoring the stereochemistry of the reaction, draw the mechanism for the reaction of cis-4-methyl-2- pentene with Br2. d. The reaction between these molecules and bromine is stereospecific (each isomer gives a different product). Suppose 1 mole of trans-4-methyl-2-pentene was allowed to reach equilibrium before being reacted with molecular bromine. Based on your answer to part b, estimate the percentages of each product shown. (For partial credit, you may also just use the labels "major" "minor" and "not formed"). Br iPr H Br H Br - 55.5 kJ/mol CH3 iPr H Br Ø Br H iPr -CH3 H₂C Br H
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