Chapter 8
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1) Which of the following statements is incorrect about benzene? A) All of the carbon atoms are sp hybridized. B) It has delocalized electrons. C) The carbon-carbon bond lengths are all the same. D) The carbon-hydrogen bond lengths are all the same. E) All twelve atoms lie in the same plane.
Answer: A
Which of the following statements about benzene is correct? A) All of the carbon atoms are sp3 hybridized. B) It has no delocalized electrons. C) The carbon-carbon bond length is longer than that of ethane. D) It is a planar molecule. E) The carbon-hydrogen bonds are not the same length.
Answer: D
The delocalized π system in benzene is formed by a cyclic overlap of 6 ________ orbitals. A) s B) p C) sp D) sp2 E) sp3
Answer: B
Give the hybridization, shape, and bond angle of a carbon in benzene.
Answer: sp2, trigonal planar, 120°
Identify the resonance hybrid.
Answer: D
Which of the following pairs are resonance structures? A) I B) II C) III D) IV E) V
Answer: C
Which of the following pairs are resonance structures? A) I B) II C) III D) IV E) V
Answer: C
Which of the following is not a resonance structure of the species shown? A) I B) II C) III D) IV
Answer: D
In which of the following does resonance delocalization of electron density not play a role? A) allyl cation B) benzyl anion C) CO32- D) O3 E) cyclohexyl radical
Answer: E
Draw the arrows to go from one resonance structure to another.
Due to electron delocalization, one would predict that the carbon-oxygen bond in acetamide, CH3CONH2 A) is nonpolar. B) has more double bond character than the carbon-oxygen bond of acetone, (CH3)2CO. C) is longer than the carbon-oxygen bond of dimethyl ether, (CH3)2O. D) is longer than the carbon-oxygen bond of acetone, (CH3)2CO. E) is formed by overlapping sp3 orbitals.
Answer: D
Draw two other resonance contributors for the following compound.
Does the following structures represent different compounds or resonance contributors?
Answer: They are resonance contributors.
Draw the important resonance structures of
Draw the important resonance structure of
Draw the important resonance structures of
Draw the important resonance contributing forms for the structure shown below.
Draw the important resonance contributing forms for the structure shown below.
Draw the important resonance contributing forms for the structure shown below.
Mark the most electron-rich carbon atom in the compound below with an asterisk. CH3CH=CHNHCH3
Draw all major resonance contributors of the species below.
Draw all major resonance contributors of the species below.
Draw all major resonance contributors of the species below.
Draw all major resonance contributors of the species below.
