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[email protected] for more details. Thanks. Klein, Organic Chemistry 3e Chapter 5 1. What is the relationship between the following two compounds? A. constitutional isomers B. stereoisomers C. identical D. not isomers; different compounds entirely Answer: A Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 2. What is the relationship between the following two compounds? A. constitutional isomers B. stereoisomers C. identical D. not isomers; different compounds entirely Answer: C Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 3. What is the relationship between the following two compounds? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. constitutional isomers B. stereoisomers C. identical D. not isomers; different compounds entirely Answer: B Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 4. What is the relationship between the following two compounds? A. constitutional isomers B. stereoisomers C. identical D. not isomers; different compounds entirely Answer: B Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 5. What is the relationship between the following two compounds? A. constitutional isomers B. stereoisomers C. identical If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. D. not isomers; different compounds entirely Answer: C Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 6. What is the relationship between the following two compounds? A. constitutional isomers B. stereoisomers C. identical D. not isomers; different compounds entirely Answer: A Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 7. Is the following alkene cis, trans, or neither? Answer: trans Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 8. Is the following alkene cis, trans, or neither? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: neither Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 9. Is the following alkene cis, trans, or neither? Answer: trans Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 10. Is the following alkene cis, trans, or neither? Answer: cis Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Easy 11. Is the following alkene cis, trans, or neither? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: neither Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Medium 12. Is the alkene on the left in the molecule below cis, trans, or neither? Answer: trans Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Medium 13. Shown below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. Is the highlighted alkene of rosuvastatin cis, trans, or neither? Answer: trans Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 14. Shown below is the structure of Singulair® (montelukast), a medication used to manage athsma. Is the alkene of montelukast cis, trans, or neither? Answer: trans Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Medium 15. Draw all the isomers with molecular formula C4H8. Answer: Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Hard 16. Draw all the isomers with molecular formula C4H6. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Hard 17. Locate the chirality center(s) in the following compound. Answer: Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 18. Shown below is the structure of the drug nicotine. Locate the chirality center(s) in the following compound. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 19. Locate the chirality center(s) in the following compound. Answer: Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 20. Locate the chirality center(s) in the following compound. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 21. Locate the chirality center(s) in the following compound. Answer: Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 22. Identify the relationship between the following two structures. A. enantiomers B. identical C. neither If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: B Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 23. Identify the relationship between the following two structures. A. enantiomers B. identical C. neither Answer: A Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 24. Identify the relationship between the following two structures. A. enantiomers B. identical C. neither Answer: B Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 25. Identify the relationship between the following two structures. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. enantiomers B. identical C. neither Answer: A Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Easy 26. Identify the relationship between the following two structures. A. enantiomers B. identical C. neither Answer: B Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 27. Draw the enantiomer of the following compound. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 28. Draw the enantiomer of the following compound. Answer: Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 29. Draw the enantiomer of the following compound. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 30. Draw the enantiomer of the following compound. Answer: Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 31. Draw the enantiomer of the following compound. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.2 Describe the most common cause of chirality in a molecule, and draw a pair of enantiomers Difficulty: Medium 32. Assign the absolute configuration of the chirality center as R or S. Answer: S Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 33. Assign the absolute configuration of the chirality center as R or S. Answer: S Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 34. Assign the absolute configuration of the chirality center as R or S. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: R Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 35. Assign the absolute configuration of the chirality center as R or S. Answer: S Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 36. Assign the absolute configuration of the chirality center as R or S. Answer: R Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 37. Assign the absolute configuration of the chirality center as R or S. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: R Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 38. Drawn below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. Assign the absolute configurations of the two chirality centers as R or S. Answer: Left (allylic) alcohol is S; right alcohol is R Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 39. Drawn below is the structure of Singulair® (montelukast), a medication used to manage athsma. Assign the absolute configuration of the chirality center as R or S. Answer: R Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 40. Drawn below is the structure of Plavix® (clopidogrel), a medication used to manage blood clots. Assign the absolute configuration of the chirality center as R or S. Answer: S Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 41. Drawn below is the structure of Cymbalta® (duloxetine), a medication used to manage depression. Assign the absolute configuration of the chirality center as R or S. Answer: S Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 42. Provide an IUPAC name of the following compound. Answer: (S)-4-methyl-2-pentanol If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 43. Provide an IUPAC name of the following compound. Answer: (S)-3-octanol Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 44. Which of the following is the correct structure for the compound (R)-2-pentanol? A. I B. II C. III D. IV Answer: C Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 45. Which of the following is the correct structure for the compound (S)-3- methylheptane. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. I B. II C. III D. IV Answer: B Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 46. Draw the structure of the compound (S)-3-methylheptane. Answer: Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 47. Draw the structure of the compound (R)-4-ethyloctane. Answer: Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 48. Which of the following is the correct IUPAC name of the following structure? A. (S)-3-ethyl-2-methylhexane B. (R)-3-ethyl-2-methylhexane C. (S)-3-ethyl-2-methylpentane D. (R)-3-ethyl-2-methylpentane Answer: B Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 49. Which of the following is the correct IUPAC name of the following structure? A. (S)-2-ethylhexane B. (S)-3-methylheptane C. (R)-2-ethylhexane D. (R)-3-methylheptane Answer: D Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Medium 50. Redraw the structure below as a wedge-dash structure and label any/all stereocenters with their absolute configuration. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Hard 51. Redraw the structure below as a wedge-dash structure and label all stereocenters with their absolute configuration. Answer: Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Hard 52. Identify the relationship between these two structures. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. diastereomers B. enantiomers C. the same compound D. different compounds Answer: A Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Hard 53. Rank the following from highest to lowest priority according to the Cahn-Ingold- Prelog system. I. -F II. -H III. -OH IV. -SH Answer: IV > I > III > II Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 54. Rank the following from highest to lowest priority according to the Cahn-Ingold- Prelog system. I. -CH3 II. -CN III. -CH2OH IV. -Br Answer: IV > III > II > I Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy 55. Rank the following from highest to lowest priority according to the Cahn-Ingold- Prelog system. I. -CH2CH3 II. -CHCH2 III. -CCH IV. -CH3 Answer: III > II > I > IV Learning Objective: 5.3 Describe how the configuration of a chirality center is assigned using the Cahn-Ingold-Prelog system Difficulty: Easy If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 56. What is the % ee of a sample of carvone that exhibits a specific rotation of −20, given that the specific rotation of (R)-carvone is −61? Answer: 33% Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 57. What is the % ee of a sample of carvone that exhibits a specific rotation of −40, given that the specific rotation of (R)-carvone is −61? Answer: 66% Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 58. If a sample of carvone gives a specific rotation of −60 and the specific rotation of (R)-carvone is −61, does the unknown sample primarily have the R or S absolute configuration? Answer: R Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 59. If a sample of carvone gives a specific rotation of 0 and the specific rotation of pure (R)-carvone is −61, what is the configuration of the unknown sample? Answer: neither, it is a racemic mixture Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 60. What is the specific rotation of pure (S)-carvone if a sample of (R)-carvone of 85% ee has a specific rotation of −52? A. −61 B. 64 C. 0 D. 61 Answer: D Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 61. What is the specific rotation of a sample of carvone that is an equal mixture of the R and S enantiomers? (R)- carvone has a specific rotation of −61. A. −61 B. 64 C. 0 D. 61 Answer: C Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 62. What is the percentage of the R enantiomer in a sample of carvone that has a specific rotation of 10, given that the specific rotation of (R)-carvone is −61? A. 42 B. 84 C. 16 D. 58 Answer: D If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Hard 63. What is the percentage of the R enantiomer in a sample of carvone that has a specific rotation of 30, given that the specific rotation of (R)-carvone is −61? A. 26% B. 51% C. 49% D. 75% Answer: A Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 64. What is the percentage of the S enantiomer in a sample of carvone that has a specific rotation of 10, given that the specific rotation of (R)-carvone is −61? A. 42 B. 84 C. 16 D. 58 Answer: A Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Hard 65. What is the percentage of the S enantiomer in a sample of carvone that has a specific rotation of 30, given that the specific rotation of (R)-carvone is −61? A. 25.5% B. 51% If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. C. 49% D. 74.5% Answer: D Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 66. What is the percentage of the R enantiomer in a sample of carvone that has a specific rotation of −20, given that the specific rotation of (R)-carvone is −61? A. 20% B. 66.5% C. 33.5% D. 61% Answer: B Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 67. What is the percentage of the R enantiomer in a sample of limonene that has a specific rotation of −38, given that the specific rotation of (S)-limonene is −116? Answer: 66% Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 68. The structure of Crestor (rosuvastatin), a medication used to reduce cholesterol, is shown below. If the specific rotation for this compound is known to be +100, what would be the specific rotation for the stereoisomer shown at the right? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. +100 B. -100 C. 0 D. Impossible to predict Answer: D Learning Objective: 5.4 Compare the effects of a pair of enantiomers on plane- polarized light, discussing how the relative amounts of the two enantiomers affect the observed rotation of plane-polarized light Difficulty: Medium 69. What is the relationship of the following two structures? A. enantiomers B. diastereomers C. constitutional isomers D. identical Answer: B Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 70. What is the relationship of the following two structures? A. enantiomers B. diastereomers C. constitutional isomers D. identical Answer: A Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 71. What is the relationship of the following two structures? A. enantiomers B. diastereomers C. constitutional isomers D. identical Answer: A Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 72. What is the relationship of the following two structures? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. enantiomers B. diastereomers C. constitutional isomers D. identical Answer: D Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 73. What is the relationship of the following two structures? A. enantiomers B. diastereomers C. constitutional isomers D. identical Answer: B Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 74. Draw the enantiomer of the following compound. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 75. Draw the enantiomer of the following compound. Answer: none. There is no stereocenter, so the compound is not chiral and thus does not have an enantiomer. Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 76. Draw the enantiomer of the following compound. Answer: Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Difficulty: Medium 77. Draw a diastereomer of the following compound. Answer: Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Hard 78. Draw a diastereomer of the following compound. Answer: None. There is only one stereocenter, so the compound does not have a diastereomer. Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Hard 79. Draw a diastereomer of the following compound. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Hard 80. Draw all the stereoisomers of the following compound. Answer: Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Hard 81. Draw all the stereoisomers of the following compound. Answer: If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Hard 82. Which of the following choices is a diastereomer of the first structure shown? A. I B. II C. III D. IV Answer: C Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 83. Which of the following choices is a diastereomer of the first structure shown. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. I B. II C. III D. IV Answer: D Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 84. Which of the following choices is a diastereomer of the first structure shown? A. I B. II If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. C. III D. IV Answer: B Learning Objective: 5.5 Compare stereoisomers with diastereomers, explaining how many stereoisomers a compound can have Difficulty: Medium 85. Is the following a meso compound? Answer: No Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Medium 86. Which of the following can exist as a meso isomer? A. I B. II C. III D. IV Answer: A Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Difficulty: Medium 87. Does the following contain a plane of symmetry? Answer: yes Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Easy 88. Draw in the plane of symmetry in the following compound. Answer: Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Easy 89. Draw in the plane of symmetry in the following compound. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: none Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Hard 90. Draw all of the possible stereoisomers of the following compound. Answer: 7 Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Hard 91. How many stereoisomers are possible for 2,3-dimethylbutane? Answer: None. It has no stereocenters. Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Hard 92. Draw all possible stereoisomers of 1,3,5-trimethylcyclohexane. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Medium 93. Draw the meso isomer of the following compound. Answer: Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Hard 94. Draw the meso isomer of the following compound. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Hard 95. Draw the meso isomer of the following compound. Answer: Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Medium 96. How many possible stereoisomers are there for Crestor ® (rosuvastatin), a medication used to reduce cholesterol? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. 2 B. 4 C. 6 D. 8 Answer: D Learning Objective: 5.6 Compare rotational and reflectional symmetry, discussing if and how an axis of symmetry and plane of symmetry affects chirality and whether a meso compound is chiral or achiral Difficulty: Hard 97. Draw the Fischer projection of the following compound. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 98. Draw the Fischer projection of the following compound. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 99. Draw the Fischer projection of the following compound. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 100. Draw the Fischer projection of the following compound. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 101. Convert the following Fischer projection into a wedge/dash drawing. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 102. Convert the following Fischer projection into a wedge/dash drawing. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 103. Convert the following Fischer projection into a wedge/dash drawing. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 104. Convert the following Fischer projection into a wedge/dash drawing. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 105. Which of the following is a correct Fischer projection of the following compound? A. I B. II C. III D. IV Answer: A Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 106. Which of the following is a correct Fischer projection of the following compound? A. I B. II C. III D. IV Answer: C Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 107. Which of the following is a correct Fischer projection of the following compound? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. I B. II C. III D. IV Answer: A Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 108. Which of the following structures is the correct wedge/dash drawing of the following Fischer projection? A. I B. II C. III D. IV If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: B Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 109. Which of the following structures is a correct wedge/dash drawing of the following Fischer projection? A. I B. II C. III D. IV Answer: B Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 110. What is the relationship between the following two molecules? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. enantiomers B. diastereomers C. identical D. constitutional Isomers Answer: A Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Easy 111. What is the relationship between the following two molecules? A. enantiomers B. diastereomers C. identical D. constitutional Isomers Answer: B Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Easy 112. What is the relationship between the following two molecules? A. enantiomers If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. B. diastereomers C. identical D. constitutional Isomers Answer: C Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Medium 113. Assign the following stereocenter as having the R or S absolute configuration. Answer: S Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Medium 114. Assign the following stereocenter as having the R or S absolute configuration. Answer: S Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 115. Assign the following stereocenter as having the R or S absolute configuration. Answer: Neither – no stereocenter Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 116. Provide an IUPAC name for the following compound. Answer: (R)-2-butanol Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Medium 117. Which of the following is the IUPAC name for the following compound? A. (S)-2-pentanol B. (S)-2-butanol C. (R)-2-pentanol D. (R)-2-butanol Answer: A Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 118. Identify the relationship between these two structures. A. diastereomers If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. B. enantiomers C. identical D. unrelated compounds Answer: C. Learning Objective: 5.7 Draw a Fischer projection of glucose or another sugar Difficulty: Hard 119. What is the relationship between the two structures shown? A. identical B. enantiomers C. diastereomers D. none of these Answer: A Learning Objective: 5.8 Describe conformationally mobile systems Difficulty: Hard 120. What is the relationship between the two structures shown? A. same compound B. enantiomers C. diastereomers D. none of these Answer: B Learning Objective: 5.8 Describe conformationally mobile systems Difficulty: Hard If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 121. What is the relationship between the two structures shown? A. same compound B. enantiomers C. diastereomers D. none of these Answer: C Learning Objective: 5.8 Describe conformationally mobile systems Difficulty: Hard 122. What is the relationship between the two structures shown? A. same compound B. enantiomers C. diastereomers D. none of these Answer: D Learning Objective: 5.8 Describe conformationally mobile systems Difficulty: Hard 123. What is the relationship between the two structures shown? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. same compound B. enantiomers C. diastereomers D. none of these Answer: C Learning Objective: 5.8 Describe conformationally mobile systems Difficulty: Hard 124. Stereoisomers that result from the hindered rotation of a single bond are called ___________. Answer: atropisomers Learning Objective: 5.9 Discuss ways in which a compound can be chiral without containing a chiral center Difficulty: Medium 125. What is the relationship between the two structures shown? A. same compound B. enantiomers C. diastereomers D. none of these Answer: B Learning Objective: 5.9 Discuss ways in which a compound can be chiral without containing a chiral center Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 126. Identify the hybridization of the middle carbon of an allene. A. sp B. sp2 C. sp3 D. sp4 Answer: A Learning Objective: 5.9 Discuss ways in which a compound can be chiral without containing a chiral center Difficulty: Medium 127. Which of the following strategies will NOT be an effective way to separate enantiomers? A. chiral chromatography B. distillation C. crystallization D. chiral resolving agents Answer: B Learning Objective: 5.10 Describe resolution and methods to separate enantiomers Difficulty: Medium 128. When a racemic mixture is reacted with a single enantiomer of another compound, then a pair of _________ is formed. A. identical compounds B. enantiomers C. diastereomers D. none of the above Answer: B Learning Objective: 5.10 Describe resolution and methods to separate enantiomers Difficulty: Medium 129. In chiral column chromatography, __________ adsorbent is used to separate a pair of enantiomers. If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. A. an achiral B. a polar C. a nonpolar D. a chiral Answer: D Learning Objective: 5.10 Describe resolution and methods to separate enantiomers Difficulty: Medium 130. Is the following alkene E, Z, or neither? Answer: E Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 131. Is the following alkene E, Z, or neither? Answer: neither Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 132. Is the following alkene E, Z, or neither? Answer: E If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 133. Is the following alkene E, Z, or neither? Answer: Z Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 134. Is the following alkene E, Z, or neither? Answer: neither Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 135. Is the alkene on the left in the molecule below E, Z, or neither? Answer: E Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. 136. Is the following alkene E, Z, or neither? Answer: Z Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 137. Is the following alkene E, Z, or neither? Answer: E Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 138. Is the following alkene E, Z, or neither? Answer: E Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 139. Is the following alkene E, Z, or neither? If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Answer: Z Learning Objective: 5.11 Describe how stereodiscriptors are assigned for certain trisubstituted and tetrasubstituted alkenes Difficulty: Medium 140. Shown below is the structure of Crestor® (rosuvastatin), a medication used to reduce cholesterol. Is the highlighted alkene of rosuvastatin E, Z, or neither? Answer: E Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Medium 141. Shown below is the structure of Singulair® (montelukast), a medication used to manage athsma. Is the alkene of montelukast E, Z, or neither? Answer: E If you are looking for the full test bank for Klein 3e or others, email us at
[email protected] for more details. Thanks. Learning Objective: 5.1 Compare constitutional isomers and stereoisomers, including an explanation of how the terms cis and trans are applied to stereoisomeric alkenes and disubstituted cycloalkanes Difficulty: Medium