Organic Chemistry 5th Edition by Smith - Test Bank

Organic Chemistry 5th Edition by Smith – Test Bank

 

Instant Download – Complete Test Bank With Answers

 

 

Sample Questions Are Posted Below

 

1. What is the main carbohydrate in the seeds and roots of plants?

A. Starch

B. Glucose

C. Cellulose

D. Glycogen

Accessibility: Keyboard Navigation

Difficulty: Easy

Gradable: automatic

Section: 05.01

Subtopic: Chiral vs achiral molecules

Topic: Stereochemistry

2. Which of the following statements about starch and cellulose is true?

A. Starch and cellulose are not stereoisomers.

B. In cellulose, the O atom joins two rings using one equatorial and one axial bond.

C. In starch, the O atom joins two rings using two equatorial bonds.

D. In cellulose, the O atom joins two rings using two equatorial bonds.

Accessibility: Keyboard Navigation

Difficulty: Easy

Gradable: automatic

Section: 05.01

Subtopic: Chiral vs achiral molecules

Topic: Stereochemistry

3. Which of the following statements about constitutional isomers if not true?

A. They have different IUPAC names.

B. They always have the same functional groups.

C. They have different physical properties.

D. They have different chemical properties.

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.02

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

4. Which of the following statements about stereoisomers is not true?

A. Stereoisomers have identical IUPAC names except for a prefix like cis or trans.

B. Stereoisomers differ in configuration.

C. Stereoisomers always have the same functional groups.

D. Stereoisomers differ only in their structural formula.
Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.02

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

5.

What is the relationship between the following two compounds?

 

 

 

 

A. Stereoisomers

B. Constitutional isomers

C. Identical

D. Not isomers, different compounds

 

 

 

 

6.

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.02

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

What is the relationship between the following two compounds?

 

 

 

 

A. Constitutional isomers

B. Identical

C. Stereoisomers

D. Not isomers, different compounds

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.02

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

7.

What is the relationship between the following two compounds?

 

 

 

A. Constitutional isomers

B. Identical

C. Stereoisomers

D. Not isomers, different compounds

 

 

 

 

8.

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.02

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

What is the relationship between the following two compounds?

 

 

 

 

A. Constitutional isomers

B. Stereoisomers

C. Identical

D. Not isomers, different compounds

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.02

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

9. Which of the following is the definition of chirality?

A. The existence of a molecule with a mirror image.

B. The existence of a molecule with a carbon atom that has four different substituents.

C. The existence of a molecule that is superimposable on its mirror image.

D. The existence of a molecule that is not superimposable on its mirror image.

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Topic: Stereochemistry

10. Which of the following statements is not true?

A. A molecule that is superimposable on its mirror image is said to achiral.

B. A molecule that is not superimposable on its mirror image is said to be chiral.

C. A molecule that is superimposable on its mirror image is said to be chiral.

D. A carbon atom bonded to four different groups is a stereogenic center.

 

 

 

 

11. Which of the following statements is true?

A. Enantiomers are mirror images that are not superimposable.

B. A molecule that is superimposable on its mirror image is chiral.

C. A chiral molecule usually contains a plane of symmetry.

D. An achiral molecule does not contain a plane of symmetry.

 

 

 

 

12. Which of the following statements is true?

A. Achiral molecules usually contain a plane of symmetry.

B. With one tetrahedral stereogenic center, a molecule may or may not be chiral.

C. With two or more stereogenic centers, a molecule is always chiral.

D. Chiral molecules usually contain a plane of symmetry.

 

 

 

Accessibility: Keyboard Navigation Bloom’s Level: 2. Understand Difficulty: Easy Gradable: automatic Section: 05.03

Subtopic: Chiral vs achiral molecules Topic: Stereochemistry

 

 

 

 

Accessibility: Keyboard Navigation Bloom’s Level: 2. Understand Difficulty: Easy Gradable: automatic Section: 05.03

Subtopic: Chiral vs achiral molecules Topic: Stereochemistry

 

 

 

 

Accessibility: Keyboard Navigation Bloom’s Level: 2. Understand Difficulty: Easy Gradable: automatic Section: 05.03

Subtopic: Chiral vs achiral molecules Subtopic: Stereogenic/chirality carbon centers Topic: Stereochemistry

13. Which of the following is the correct definition for a pair of enantiomers?

A. A pair of stereoisomers that have a plane of symmetry.

B. A pair of stereoisomers that are not mirror images of each other.

C. A pair of stereoisomers that are not superimposable mirror images of each other.

D. A pair of stereoisomers that are superimposable mirror images of each other.

 

 

 

 

 

14.

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

Which of the following molecules has a plane of symmetry?

 

 

 

 

A. I

B. II

C. III

D. IV

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

15. Which of the following statements is true?

A. The presence of a plane of symmetry makes a molecule chiral.

B. An achiral molecule must have one or more stereogenic centers.

C. All molecules that have stereogenic centers are chiral.

D. Stereoisomers that are not superimposable on their mirror image are enantiomers.

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

16. Which of the following molecules are chiral?

I. cis-1,3-Dibromocyclohexane

II.1-Bromo-1-methylcyclohexane

III.trans-1-Bromo-3-methylcyclohexane

IV.cis-1-Bromo-3-methylcyclohexane

A. I, II

B. II, III

C. I, IV

D. III, IV

 

 

 

 

17. Which of the following molecules are chiral?

I.2-Chlorobutane II.3-Bromopentane III.1-Bromo-2-methylpropene IV.2-Bromo-3-methylbutane

A. I, II

B. I, IV

C. II, III

D. III, IV

 

 

 

 

 

 

Accessibility: Keyboard Navigation Bloom’s Level: 2. Understand Difficulty: Easy Gradable: automatic Section: 05.03

Subtopic: Chiral vs achiral molecules Subtopic: Stereogenic/chirality carbon centers Topic: Stereochemistry

 

 

 

 

 

 

Accessibility: Keyboard Navigation Bloom’s Level: 2. Understand Difficulty: Easy Gradable: automatic Section: 05.03

Subtopic: Chiral vs achiral molecules Subtopic: Stereogenic/chirality carbon centers Topic: Stereochemistry

18. Which of the following molecules are achiral?

 

 

 

 

 

 

A. II, III

B. I, II

C. I, IV

D. III, IV

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

19. Which of the following molecules are chiral?

 

 

 

 

 

 

A. II, III

B. I, II

C. I, IV

D. III, IV

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

20. How many stereogenic centers are present in ephedrine, a bronchodilator and decongestant?

 

 

 

 

 

A. 0

B. 1

C. 2

D. 3

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

21. How many stereogenic centers are present in the following compound?

 

 

 

 

A. 0

B. 1

C. 2

D. 3

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

22. How many stereogenic centers are present in fructose, a simple sugar?

 

 

 

 

 

 

 

A. 1

B. 2

C. 3

D. 4

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

23. How many stereogenic centers are present in the following compound?

 

 

 

 

A. 1

B. 2

C. 3

D. 4

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

24. How many stereogenic centers are present in menthol?

 

 

 

 

 

A. 1

B. 2

C. 3

D. 4

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.05

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

25. How many stereogenic centers are present in the following compound?

 

 

 

 

A. 1

B. 2

C. 3

D. 4

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

26. How many stereogenic centers are present in the following molecule?

 

 

 

 

A. 1

B. 2

C. 4

D. 5

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

27. How many stereoisomers are possible for a molecule with formula CH3CHBrCH(OH)CH3?

A. 1

B. 2

C. 3

D. 4

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

28. How many stereoisomers can be drawn for a molecule with formula CH3CH(OH)CH(OH)CH3?

A. 1

B. 2

C. 3

D. 4

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

29. What is the total number of possible stereoisomers for the following molecule?

 

 

 

 

A. 2

B. 4

C. 6

D. 8

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.04

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

30. How many isomers can be drawn (constitutional and stereoisomers) for dimethycyclopropane?

A. 2

B. 3

C. 4

D. 6

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.05

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

31. How many chiral stereoisomers can be drawn for dimethycyclopropane?

A. 1

B. 2

C. 3

D. 4

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.05

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

32. How many stereogenic centers are present in gabapentin, used clinically to treat seizures and certain types of chronic pain?

 

 

 

 

A. 0

B. 1

C. 2

D. 3

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.05

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

33. How many stereogenic centers are present in the following compound?

 

 

 

 

 

A. 0

B. 1

C. 2

D. 3

Bloom’s Level: 2. Understand

Difficulty: Hard

Gradable: automatic

Section: 05.05

Subtopic: Chiral vs achiral molecules

Subtopic: Stereogenic/chirality carbon centers

Topic: Stereochemistry

34.

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

 

 

 

 

A. III > I > II > IV

B. I > II > IV > III

C. III > II > IV > I

D. III > IV > II > I

 

 

 

 

35.

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

 

 

 

 

A. I > II > III > IV

B. II > I > IV > III

C. II > I > III > IV

D. I > II > IV > III

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

36.

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

 

 

 

 

A. I > III > IV > II

B. III > IV > I > II

C. IV > III > I > II

D. IV > I > III > II

 

 

 

 

37.

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

 

 

 

 

A. I > II > IV > III

B. IV > II > I > III

C. IV > I > II > III

D. III > II > I> IV

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

38.

Rank the following groups in order of decreasing priority according to the Cahn-Ingold-Prelog system.

 

 

 

 

A. IV > III > I > II

B. IV > I > III > II

C. III > IV > I > II

D. II > I > III > IV

 

 

 

 

39.

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

Which of the following compounds has a plane of symmetry?

 

 

 

 

 

 

A. I and II

B. II and III
C.
II, III, and IV

D. III and IV

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.08

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

40. Which of the following structures has a different configuration from the other three?

 

 

 

 

 

 

A. I

B. II

C. III

D. IV

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

41. Which of the following structures has a different configuration from the other three?

 

 

 

 

 

A. I

B. II

C. III

D. IV

Bloom’s Level: 2. Understand

Difficulty: Medium

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

42. Which of the following structures has the S configuration?

 

 

 

 

 

 

A. Only I

B. Only II

C. Only I and II

D.

I, II, and III

 

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

43. Which of the following structures has the R configuration?

 

 

 

 

 

 

A. Only I

B. Only II

C. Only I and II
D.
I, II, and III

 

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

44.

Which of the following structures has the R configuration?

 

 

 

 

 

 

A. Only I

B. Only II

C. Only I and II
D.
I, II, and III

 

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.09

Subtopic: R and S nomenclature

Topic: Stereochemistry

45. Which of the following is the definition for a pair of diastereomers?

A.
A pair of stereoisomers with stereogenic centers but is not chiral.

B. A pair of stereoisomers that are superimposable mirror images of each other.

C. A pair of stereoisomers that are not superimposable mirror images of each other.

D. A pair of stereoisomers that are not mirror images of each other.

Accessibility: Keyboard Navigation

Bloom’s Level: 2. Understand

Difficulty: Easy

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

46. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

47. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

48. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

49. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Hard

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

50. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

51. What is the relationship between the following compounds?

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

52. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

53. What is the relationship between the following compounds?

 

 

 

 

A. Constitutional isomers

B. Diastereomers

C. Enantiomers

D. Identical

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.07

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

54. Which of the following statements about meso compounds is not true?

A. A meso compound generally has a plane of symmetry.

B. A meso compound and its mirror image are identical.

C. A meso compound is achiral.

D. A meso compound is chiral.

Accessibility: Keyboard Navigation

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.08

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

55. Which of the following compounds is a meso compound?

A. (2R, 3S)-dichlorobutane

B. (2R, 3R)-dichlorobutane

C. (2R, 3S)-3-chloro-2-butanol

D. (2R, 3R)-3-chloro-2-butanol

Accessibility: Keyboard Navigation

Bloom’s Level: 4. Analyze

Difficulty: Hard

Gradable: automatic

Section: 05.08

Subtopic: R and S nomenclature

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

56. Which of the following compounds are meso?

 

 

 

 

 

A. Only I

B. Only II

C. I and II

D. Neither

Bloom’s Level: 4. Analyze

Difficulty: Hard

Gradable: automatic

Section: 05.08

Subtopic: R and S nomenclature

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

57. Which of the following compounds can have a meso stereoisomer?

 

 

 

 

 

A. I

B. II

C. III

D. IV

Bloom’s Level: 4. Analyze

Difficulty: Hard

Gradable: automatic

Section: 05.08

Subtopic: R and S nomenclature

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

58. How many stereoisomers of 1,3-dibromocyclopentane exist?

A. 1

B. 2

C. 3

D. 4

Accessibility: Keyboard Navigation

Bloom’s Level: 4. Analyze

Difficulty: Medium

Gradable: automatic

Section: 05.10

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

59. Which of the following compounds does not have a plane of symmetry?

 

 

 

 

 

A. Only I and II

B. Only II

C. Only III and IV
D.
Only I, II, and IV

 

Bloom’s Level: 4. Analyze

Difficulty: Medium

Gradable: automatic

Section: 05.08

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

60. Which of the following cyclic molecules is a meso compound?

 

 

 

 

 

A. I

B. II

C. III

D. IV

Bloom’s Level: 4. Analyze

Difficulty: Medium

Gradable: automatic

Section: 05.08

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

61. How many isomers (constitutional and stereoisomers) exist for dimethylcyclobutane?

A. 3

B. 4

C. 5

D. 6

Accessibility: Keyboard Navigation

Bloom’s Level: 4. Analyze

Difficulty: Medium

Gradable: automatic

Section: 05.10

Subtopic: Stereogenic/chirality carbon centers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

62. A natural product was isolated in the laboratory, and its observed rotation was +10° when measured in a 1 dm sample tube containing 1.0 g of compound in 10 mL of H2O. What is the specific rotation of this compound?

A. -10°

B. +100°

C. +10°

D. -100°

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

63. A solution containing 0.08 g/mL of a pure R enantiomer in a 1 dm polarimeter rotates plane polarized light by +4°. What is the specific rotation of the S enantiomer?

A. +50°

B. -40°

C. +40°

D. -50°

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

64. How much of the R enantiomer is present in 10 g of a mixture that has an enantiomeric excess of 30% of the S isomer?

 

A. 3.0 g

B. 3.5 g

C. 6.5 g

D. 7.0 g

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

65. A solution containing 0.4 g/mL of a pure S enantiomer is a 1 dm polarimeter rotates plane polarized light by +5.6°. What is the rotation of a solution containing 0.8 g/mL of the S enantiomer in the same polarimeter?

 

A. +5.6°

B. +11.2°

C. +2.8°

D. +1.4°

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

66. What is the percent ee of a mixture that has 70% of one enantiomer and 30% of the other?

A. 70

B. 85

C. 40

D. 30

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

67. If a mixture has an ee of 90%, what is the percentage of each enantiomer?

A. 65% : 35%

B. 55% : 45%

C. 80% : 20%

D. 95% : 5%

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

68. A reaction mixture is three parts of one enantiomer and one part of the other. What is the percent ee of this mixture?

A. 75

B. 40

C. 65

D. 50

Accessibility: Keyboard Navigation

Bloom’s Level: 5. Evaluate

Difficulty: Medium

Gradable: automatic

Section: 05.12

Subtopic: Optical activity

Subtopic: Physical properties of stereoisomers

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry

69.

 

 

 

 

 

A.

Which of the following compounds are chiral?

I and II

B.

II and III

C.

III and IV

D.
I and IV

 

Bloom’s Level: 3. Apply

Difficulty: Medium

Gradable: automatic

Section: 05.03

Subtopic: Chiral vs achiral molecules

Topic: Stereochemistry

70.

 

 

 

 

 

A.

Which of the following compounds is identical to compound A?

I and II

B.

II and III

C.

I and III

D. II

Bloom’s Level: 3. Apply

Difficulty: Hard

Gradable: automatic

Section: 05.11

Subtopic: Stereoisomers (enantiomers, diastereomers, meso)

Topic: Stereochemistry