Question 1

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

Accepted Answer

A) 3 
B) 4 
C) 5 
D) 6 
A) 3 
B) 4 
C) 5 
D) 6 D

Question 2

What is the relationship between the following compounds?

Accepted Answer

A) Constitutional isomers 
B) Diastereomers 
C) Enantiomers 
D) Identical 
A) Constitutional isomers 
B) Diastereomers 
C) Enantiomers 
D) Identical A

Question 3

Which of the following statements about constitutional isomers is not true?

Accepted Answer

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. 
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. B

Question 4

Give the IUPAC name for the following compound:

Accepted Answer

A) (1R,3R)-1-ethyl-3-methylcyclohexane 
B) (1R,3S)-1-ethyl-3-methylcyclohexane 
C) (1S,3R)-1-ethyl-3-methylcyclohexane 
D) (1S,3S)-1-ethyl-3-methylcyclohexane 
A) (1R,3R)-1-ethyl-3-methylcyclohexane 
B) (1R,3S)-1-ethyl-3-methylcyclohexane 
C) (1S,3R)-1-ethyl-3-methylcyclohexane 
D) (1S,3S)-1-ethyl-3-methylcyclohexane

Question 5

How many stereogenic centers are present in the following compound?

Accepted Answer

A) 0 
B) 1 
C) 2 
D) 3 
A) 0 
B) 1 
C) 2 
D) 3

Question 6

Which of the following cyclic molecules is a meso compound?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 7

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?

Accepted Answer

A) +50° 
B) -40° 
C) +40° 
D) -50° 
A) +50° 
B) -40° 
C) +40° 
D) -50°

Question 8

Which of the following is the definition of chirality?

Accepted Answer

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. 
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.

Question 9

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

Accepted Answer

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. 
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.

Question 10

Which of the following molecules are chiral? I.2-Chlorobutane
II)3-Bromopentane
III)1-Bromo-2-methylpropene
IV)2-Bromo-3-methylbutane

Accepted Answer

A) I,II 
B) I,IV 
C) II,III 
D) III,IV 
A) I,II 
B) I,IV 
C) II,III 
D) III,IV

Question 11

How many stereoisomers of 1,3-dibromocyclopentane exist?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
A) 1 
B) 2 
C) 3 
D) 4

Question 12

How many stereogenic centers are present in the following compound?

Accepted Answer

A) 0 
B) 1 
C) 2 
D) 3 
A) 0 
B) 1 
C) 2 
D) 3

Question 13

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

Accepted Answer

A) I > III > IV > II 
B) III > IV > I > II 
C) IV > III > I > II 
D) IV > I > III > II 
A) I > III > IV > II 
B) III > IV > I > II 
C) IV > III > I > II 
D) IV > I > III > II

Question 14

Which of the following molecules has a plane of symmetry?

Accepted Answer

A) I 
B) II 
C) III 
D) IV 
A) I 
B) II 
C) III 
D) IV

Question 15

Give the IUPAC name for the following compound:

Accepted Answer

A) R-3-methylhexane 
B) S-3-methylhexane 
C) R-4-methylhexane 
D) S-4-methylhexane 
A) R-3-methylhexane 
B) S-3-methylhexane 
C) R-4-methylhexane 
D) S-4-methylhexane

Question 16

Which of the following structures has the R configuration?

Accepted Answer

A) Only I 
B) Only II 
C) Only I and II 
D) I,II,and III 
A) Only I 
B) Only II 
C) Only I and II 
D) I,II,and III

Question 17

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

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
A) 1 
B) 2 
C) 3 
D) 4

Question 18

What is the relationship between the following two compounds?

Accepted Answer

A) Constitutional isomers 
B) Identical 
C) Stereoisomers 
D) Not isomers,different compounds 
A) Constitutional isomers 
B) Identical 
C) Stereoisomers 
D) Not isomers,different compounds

Question 19

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

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
A) 1 
B) 2 
C) 3 
D) 4

Question 20

How many chiral stereoisomers can be drawn for dimethycyclopropane?

Accepted Answer

A) 1 
B) 2 
C) 3 
D) 4 
A) 1 
B) 2 
C) 3 
D) 4

Exam 5: Stereochemistry

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

What is the relationship between the following compounds?

Which of the following statements about constitutional isomers is not true?

Give the IUPAC name for the following compound:

How many stereogenic centers are present in the following compound?

Which of the following cyclic molecules is a meso compound?

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?

Which of the following is the definition of chirality?

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

Which of the following molecules are chiral? I.2-Chlorobutane II)3-Bromopentane III)1-Bromo-2-methylpropene IV)2-Bromo-3-methylbutane

How many stereoisomers of 1,3-dibromocyclopentane exist?

How many stereogenic centers are present in the following compound?

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

Which of the following molecules has a plane of symmetry?

Give the IUPAC name for the following compound:

Which of the following structures has the R configuration?

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

What is the relationship between the following two compounds?

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

How many chiral stereoisomers can be drawn for dimethycyclopropane?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Alkanes

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols,ethers,and Related Compounds

Alkenes and Addition Reactions

Alkynes and Synthesis

Oxidation and Reduction

Radical Reactions

Conjugation, resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Introduction to Carbonyl Chemistry; Organometallic Reagents; Oxidation and Reduction

Aldehydes and Ketones - Nucleophilic Addition

Carboxylic Acids and the Acidity of the O-H Bond

Carboxylic Acids and Their Derivatives - Nucleophilic Acyl Substitution

Substitution Reactions of Carbonyl Compounds at the a Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond-Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Molecular Ion Peaks and Fragmentation Patterns

Analyzing Molecular Motion and Infrared Spectroscopy

Organic Spectroscopy Concepts

Filters

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