Chapter 28: Q4P (page 1218)
Problem:Give a molecular orbital description for each of the following:
a. 1,3-pentadiene b. 1,4-pentadiene c. 1,3,5-heptatriene d. 1,3,5,8-nonatetraene
Short Answer
a.

b.

c.

d.


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Chapter 28: Q4P (page 1218)
Problem:Give a molecular orbital description for each of the following:
a. 1,3-pentadiene b. 1,4-pentadiene c. 1,3,5-heptatriene d. 1,3,5,8-nonatetraene
a.

b.

c.

d.


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Account for the difference in the products obtained under photochemical and thermal conditions:

Explain why maleic anhydride reacts rapidly with 1,3-butadiene but does not react at all with ethene under thermal conditions.

a. Name the kind of sigmatropic rearrangement that occurs in each of the following reactions.
b. Using arrows, show the electron rearrangement that takes place in each reaction.

Problem:a. For conjugated systems with two, three, four, five, six, and seven conjugated bonds, construct quick MOs (just draw the lobes at the ends of the conjugated system as they are drawn on pages 1220 and 1221) to show whether the HOMO is symmetric or antisymmetric.
b. Using these drawings, convince yourself that the Woodward鈥揌offmann rules in Table 28.1 are valid.
Explain why two different products are formed from disrotatory ring closure of (2E,4Z,6Z)-octatriene, but only one product is formed from disrotatory ring closure of (2E,4Z,6E)-octatriene.
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