Chapter 8: Q 72P (page 376)
Classify the following species as aromatic, nonaromatic, or antiaromatic:

Short Answer
Aromatic:

Antiaromatic:

Neither aromatic nor antiaromatic:

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Chapter 8: Q 72P (page 376)
Classify the following species as aromatic, nonaromatic, or antiaromatic:

Aromatic:

Antiaromatic:

Neither aromatic nor antiaromatic:

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a. Which of the following compounds have delocalized electrons?
b. Draw the resonance contributors for the compounds that have delocalized electrons.
1.CH2=CHCH2CH=CH2
2.CH3CH=CHCH=CHCH2


What orbital do the lone-pair electrons occupy in each of the following compounds?

Protonated cyclohexylamine has aKa=1×10−11. Using the same sequence of steps as in Problem 94 , determine which is a stronger base, cyclohexylamine or aniline.

Answer the following questions for the molecular orbitals (MOs) of 1,3,5,7-octatetraene:
a. How many MOs does the compound have?
b. Which are the bonding MOs, and which are the antibonding MOs?
c. Which MOs are symmetric, and which are antisymmetric?
d. Which MO is the HOMO and which is the LUMO in the ground state?
e. Which MO is the HOMO and which is the LUMO in the excited state?
f. What is the relationship between HOMO and LUMO and symmetric and antisymmetric orbitals?
g. How many nodes does the highest-energy MO of 1,3,5,7-octatetraene have between the nuclei?
a. How many linear dienes have molecular formula C6H10? (Disregard cis-trans isomers.)
b.How many of the linear dienes in part a are conjugated dienes?
c.How many are isolated dienes?
d. How many are cumulated dienes?
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