Chapter 17 Aromatic Compounds Practice Question

1. Give the common name for toluene. A. hydroxybenzene B. aminobenzene C. methylbenzene D. ethylbenzene E. methoxybenzene

2. Give the common name for anisole. A. hydroxybenzene B. aminobenzene C. methylbenzene D. ethylbenzene E. methoxybenzene

3. Give the common name for phenol. A. hydroxybenzene B. aminobenzene C. methylbenzene D. ethylbenzene E. methoxybenzene

4. Identify the functional group in acetophenone. A. ether B. alkene C. carboxylic acid D. aldehyde E. ketone

5. Identify the functional group in styrene. A. ether B. alkene C. carboxylic acid D. aldehyde E. ketone

6. Give the common name for o-xylene. A. hydroxybenzene B. aminobenzene C. 1,2-dimethylbenzene D. ethylbenzene E. 1,3-dimethylbenzene

7. What is the IUPAC name for the following compound? A. 5-bromophenol B. 3-bromophenol C. 5-bromoaniline D. 3-bromoaniline E. 1-bromophenol

8. Which of the following is another name for 4-chlorobenzaldehyde? A. o-chlorobenzaldehyde B. m-chlorobenzaldehyde C. p-chlorobenzaldehyde D. styrene E. 1-chlorobenzaldehyde

9. What is the IUPAC name for the following compound? A. 5-bromo-4-nitroaniline B. 5-bromo-p-nitroaniline C. 1-bromo-2-nitroaniline D. 3-bromo-4-nitroaniline E. p-nitro-m-bromoaniline

10. What is the correct structure for 4-amino-2-chlorophenol? A. I B. II C. III D. IV E. V

11. What is the correct order of the names for the following compound? A. I-naphthalene; II-triphenyl; III-biphenyl B. I-naphthalene; II-phenanthrene; III-biphenyl C. I-biphenyl; II-anthracene; III-naphthalene D. I-naphthalene; II-anthracene; III-biphenyl E. I-biphenyl; II- phenanthrene; III-naphthalene

12. What is the IUPAC name for the following compound? A. 3,4-dichloroaniline B. 2,4-dichloroaniline C. 2,5-dichloroaniline D. 3,6-dichloroaniline E. 2,6-dichloroaniline

13. What is the IUPAC name for the following compound? A. 4-butylphenol B. 1-sec-butylphenol C. 4-propylphenol D. 4-sec-butylphenol E. 1-isobutylphenol

14. What is the IUPAC name for the following compound? A. 6-ethyl-3-nitrobenzoic acid B. 1-ethyl-4-nitrobenzoic acid C. 2-ethyl-5-nitrobenzoic acid D. 2-ethyl-5-nitrobenzaldehyde E. 4-nitro-3-carboxyethylbenzene

15. What is the structure for 4-amino-2-bromophenol? A. I B. II C. III D. IV E. V

16. When the benzene ring is treated as a substituent, it is called a _________ group

17. For disubstituted benzene derivatives, the descriptors ortho, meta, para are used when the parent is usually a ________.

18. What is the common name for the following compound?

21. What is the IUPAC name for the following compound?

22. What is the IUPAC name for the following compound?

23. What is the IUPAC name for the following compound?

26. Identify the scientist credited with proposing the structure of benzene.

27. Which of the following describes the current view of the two Kekulé structures for benzene? A. they are both correct structures for benzene B. the two structures are in equilibrium C. the two structures adequately describe benzene D. benzene is a resonance hybrid of the two structures E. None of the above

28. The carbon-carbon bonds in benzene are _________. A. of equal length and are shorter than the double bond B. of equal length and are midway between a single bond and a double bond C. of equal length and are longer than the single bond D. of unequal length and alternate as single and double bonds E. none of these

29. The difference between the amount of heat actually released upon the hydrogenation of benzene and that calculated for the hydrogenation of an imaginary cyclohexatriene is called the ____ of benzene.

30. Molecular orbitals of equal energy are referred to as _________ orbitals.

31. According to molecular orbital theory, how many pi-bonding molecular orbitals does benzene have? A. 1 B. 2 C. 3 D. 4 E. 5

32. According to molecular orbital theory, how many pi-antibonding molecular orbitals does benzene have? A. 1 B. 2 C. 3 D. 4 E. 5

33. For a compound to be aromatic, it must have a planar cyclic conjugated pi system along with an _____ number of electron pairs. A. even B. odd C. either even or odd D. none of these

34. Which one of the following statements is not true for a compound to be considered as aromatic? A. The compound must be cyclic and planar B. The compound must be monocyclic. C. The compound must have a conjugated system with a p orbital at every vertex D. The compound must satisfy Hückel's rule -must have (4n + 2) electrons. E. none of these

35. What is the main difference between an aromatic and antiaromatic compound? A. Aromatic compounds must be cyclic and planar, but not antiaromatic compounds B. Aromatic compounds must be monocyclic. C. Antiaromatic compounds must have a conjugated system with a p orbital at every vertex D. Aromatic compounds must satisfy Hückel's rule. E. none of these

36. Identify the number of pi electrons present in an antiaromatic compound. A. 4n + 2 B. 2n + 2 C. 4n D. none E. none of these

37. Identify the number of pi electrons present in an aromatic compound. A. 4n + 2 B. 2n + 2 C. 4n D. 2n E. 3n

38. Which one of the following compounds is aromatic? A. I B. II C. III D. IV E. None of these

39. Which one of the following compounds is antiaromatic? A. I B. II C. III D. IV E. none of these

40. Which one of the following compounds is nonaromatic? A. I B. II C. III D. IV E. V

41. Which one of the following compounds is aromatic? A. I B. II C. III D. IV

42. Which one of the following compounds is nonaromatic? A. I B. II C. III D. IV

43. Which one of the following compounds is aromatic? A. I B. II C. III D. IV

44. Which of the following annulenes is not aromatic? A. [6]-annulene B. [14]-annulene C. [16]-annulene D. [18]-annulene E. [22]-annulene

45. Identify the structure that is not an annulene. A. I B. II C. III D. IV