Organic Chemistry II

Quiz #1: Benzene and Aromaticity


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Question # 1 (Multiple Choice) What is the correct name for the following chemical compound?
question 1 structure
A) ortho-isopropylnitrobenzocyan
B) 4-isopropyl-2-nitrobenzonitrile
C) 4-isopropyl-2-nitrocyanobenzene
D) 1-cyano-4-isopropyl-2-nitrobenzene
E) 3-isopropyl-1-nitrobenzonitrile

Question # 2 (Multiple Choice) Which compound is named (2E)-4-benzyl-2-pentene?
A) question 2a structure
B) question 2b structure
C) question 2c structure
D) question 2d structure
E) question 2e structure

Question # 3 (Multiple Choice) Is the following molecule aromatic or not?
question 3 structure
A) Yes, the molecule is aromatic because it meets all of the criteria for aromaticity.
B) No, the molecule is not aromatic because it is charged.
C) No, the molecule is not aromatic because it is not planar.
D) Yes, the molecule is aromatic because it meets the 4n+2 rule.
E) No, it is not aromatic because not all of the atoms have unhybridized p-orbitals.

Question # 4 (Multiple Choice) All of the following statements are true except
A) Benzene is about 36 kcal/mol more stable than it is expected to be.
B) Benzene differs in its reactivity from typical alkenes.
C) Electrophilic addition is the typical reaction type undergone by aromatic compounds.
D) A compound can be aromatic if it has 4n+2 p electrons.
E) The bromine test for unsaturation does not work with aromatic compounds.

Question # 5 (True/False) The following Huckel MO diagram is an accurate description of the aromaticity of cyclooctatetraene.
question 5 structure
True.
False.

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