practice problems for Chapter 14 with answers

practice problems for Chapter 14 with answers - Chapter 14...

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Chapter 14 MULTIPLE CHOICE QUESTIONS Topic: Bonding and Resonance 1. Which of the following is NOT true of benzene? A) Benzene tends to undergo substitution rather than addition reactions, even though it has a high index of hydrogen deficiency. B) All of the hydrogen atoms of benzene are equivalent. C) The carbon-carbon bonds of benzene are alternately short and long around the ring. D) Only one o -dichlorobenzene has ever been found. E) Benzene is more stable than the hypothetical compound 1,3,5-cyclohexatriene. Ans: C Topic: Bonding and Resonance 2. Which of the following is true of benzene? A) Benzene tends to undergo addition rather than substitution reactions. B) All of the hydrogen atoms of benzene are equivalent. C) The carbon-carbon bonds of benzene are alternately short and long around the ring. D) The benzene ring is a distorted hexagon. E) Benzene has the stability expected for cyclohexatriene. Ans: B Topic: Bonding and Resonance 3. The carbon-carbon bonds in benzene are: A) of equal length and are shorter than the double bond of ethene. B) of equal length and are intermediate between a double bond and a single bond. C) of unequal length and are alternately short and long around the ring. D) due only to p-orbital overlap. E) of equal length and intermediate between the carbon-carbon bond lengths in ethene and ethyne. Ans: B Topic: Nomenclature, Bonding and Resonance 4. In which of the following compounds would the shortest carbon-carbon bond(s) be found? A) Toluene B) 2-Ethylcyclopentene C) 4-Methyl-1,3-cyclohexadiene D) 3-Methyl-1-hexyne E) 3-Methyl-1,3-hexadiene Ans: D Page 233
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Chapter 14 Topic: Bonding and Resonance 5. We now know that the two Kekule structures for benzene are related in the following way: A) They are each equally correct as a structure for benzene. B) Benzene is sometimes one structure and sometimes the other. C) The two structures are in a state of rapid equilibrium. D) Neither of the two structures adequately describes benzene; benzene is a resonance hybrid of the two. E) None of the above Ans: D Topic: Nomenclature, Bonding and Resonance 6. In which of the following compounds would the longest carbon-carbon bond(s) be found? A) 2-bromobenzaldehyde B) Vinylbenzene C) 1,3,5-heptatriene D) 2,4,6-octatriene E) 2-Ethylbenzoic acid Ans: D Topic: Aromatic/ Antiaromatic/ Nonaromatic 7. Which of the following statements regarding the cyclopentadienyl radical is correct? A) It is aromatic. B) It is not aromatic. C) It obeys Huckel's rule. D) It undergoes reactions characteristic of benzene. E) It has a closed shell of 6 pi-electrons. Ans: B 234
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Chapter 14 Topic: Aromaticity, Huckel Rule 8. Which of the following would you expect to be aromatic? I
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practice problems for Chapter 14 with answers - Chapter 14...

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