Question 1

Which of the following statements about alkanes is true?

Accepted Answer

A) Alkanes are aliphatic hydrocarbons having only C-C and C-H p bonds. 
B) Cyclic alkanes have two fewer H atoms than acyclic alkanes with the same number of carbons. 
C) Acyclic alkanes contain carbons joined in one or more rings. 
D) Acyclic alkanes have the general molecular formula CnH2n. 
A) Alkanes are aliphatic hydrocarbons having only C-C and C-H p bonds. 
B) Cyclic alkanes have two fewer H atoms than acyclic alkanes with the same number of carbons. 
C) Acyclic alkanes contain carbons joined in one or more rings. 
D) Acyclic alkanes have the general molecular formula CnH2n.

Question 2

What is the alternate chair conformation of the following compound?

Accepted Answer

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

Question 3

Which of the following statements about the conformations of acyclic alkanes is not true?

Accepted Answer

A) The staggered and eclipsed conformations are equally stable. 
B) The staggered conformations are more stable than the eclipsed conformations. 
C) An energy minimum and maximum occur every 60° as the conformation changes from staggered to eclipsed. 
D) Conformations that are neither staggered nor eclipsed are intermediate in energy. 
A) The staggered and eclipsed conformations are equally stable. 
B) The staggered conformations are more stable than the eclipsed conformations. 
C) An energy minimum and maximum occur every 60° as the conformation changes from staggered to eclipsed. 
D) Conformations that are neither staggered nor eclipsed are intermediate in energy.

Question 4

Select the most stable conformer of cis-1,3-cyclohexanediol

Accepted Answer

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

Question 5

What are the products of the combustion of alkanes?

Accepted Answer

A) Carbon and hydrogen 
B) Carbon and water 
C) Carbon dioxide and hydrogen 
D) Carbon dioxide and water 
A) Carbon and hydrogen 
B) Carbon and water 
C) Carbon dioxide and hydrogen 
D) Carbon dioxide and water

Question 6

Rank the following alkanes in order of decreasing boiling point, putting the alkane with the highest boiling point first.

Accepted Answer

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

Question 7

Which of the following chair conformations represents trans-1,4-dimethylcyclohexane?

Accepted Answer

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

Question 8

How many constitutional isomers are there with the molecular formula C6H14?

Accepted Answer

A) 2 
B) 3 
C) 4 
D) 5 
A) 2 
B) 3 
C) 4 
D) 5

Question 9

Rank the conformers of 1,2,4-trimethylcyclohexane in order of decreasing stability, putting the most stable first.

Accepted Answer

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

Question 10

Which of the following compounds has only primary, secondary, and tertiary carbon atoms?

Accepted Answer

A) Pentane 
B) 2-Methylpentane 
C) 2,2-Dimethylpentane 
D) 2,2,3-Trimethylpentane 
A) Pentane 
B) 2-Methylpentane 
C) 2,2-Dimethylpentane 
D) 2,2,3-Trimethylpentane

Question 11

Which of the following is the most stable conformation of trans-1-isopropyl-3-methylcyclohexane?

Accepted Answer

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

Question 12

Which of the following are gauche conformers?

Accepted Answer

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

Question 13

Which of the following chair conformations represents trans-1,3-dimethylcyclohexane?

Accepted Answer

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

Question 14

What is the IUPAC name for the following compound?

Accepted Answer

A) 2,3,5-Trimethylhexane 
B) 2,4,5-Triethylhexane 
C) 2,4-Diethyl-5-methylheptane 
D) 4-Ethyl-3,6-dimethyloctane 
A) 2,3,5-Trimethylhexane 
B) 2,4,5-Triethylhexane 
C) 2,4-Diethyl-5-methylheptane 
D) 4-Ethyl-3,6-dimethyloctane

Question 15

What is the IUPAC name for the following compound?

Accepted Answer

A) 1,4-Dimethylcyclohexane 
B) 1,3-Dimethylcyclohexane 
C) 1,3-Dimethylcyclopentane 
D) 1,4-Dimethylcyclopentane 
A) 1,4-Dimethylcyclohexane 
B) 1,3-Dimethylcyclohexane 
C) 1,3-Dimethylcyclopentane 
D) 1,4-Dimethylcyclopentane

Question 16

What is the IUPAC name of the following compound?

Accepted Answer

A) Pentane 
B) 2-Methylpentane 
C) 2-Methyl-3-ethylpentane 
D) 3-Ethyl-2-methylpentane 
A) Pentane 
B) 2-Methylpentane 
C) 2-Methyl-3-ethylpentane 
D) 3-Ethyl-2-methylpentane

Question 17

What is the IUPAC name for the following compound?

Accepted Answer

A) 1-sec-Butyl-4-isopropyl-2-methylcyclohexane 
B) 1-Isopropyl-3-methyl-4-sec-butylcyclohexane 
C) 4-Isopropyl-2-methyl-1-sec-butylcyclohexane 
D) 1-sec-Butyl-3-isopropyl-2-methylcyclohexane 
A) 1-sec-Butyl-4-isopropyl-2-methylcyclohexane 
B) 1-Isopropyl-3-methyl-4-sec-butylcyclohexane 
C) 4-Isopropyl-2-methyl-1-sec-butylcyclohexane 
D) 1-sec-Butyl-3-isopropyl-2-methylcyclohexane

Question 18

What is the IUPAC name for the following compound?

Accepted Answer

A) 3,5-Diethyl-6-methylheptane 
B) 3,5-Diethyl-2-methylheptane 
C) 3-Ethyl-5-isopropylheptane 
D) 5-Ethyl-3-isopropylheptane 
A) 3,5-Diethyl-6-methylheptane 
B) 3,5-Diethyl-2-methylheptane 
C) 3-Ethyl-5-isopropylheptane 
D) 5-Ethyl-3-isopropylheptane

Question 19

Rank the following alkanes in order of increasing boiling point.

Accepted Answer

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

Question 20

Which of the following conformers has the highest energy?

Accepted Answer

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

Exam 4: Alkanes

Which of the following statements about alkanes is true?

What is the alternate chair conformation of the following compound?

Which of the following statements about the conformations of acyclic alkanes is not true?

Select the most stable conformer of cis-1,3-cyclohexanediol

What are the products of the combustion of alkanes?

Rank the following alkanes in order of decreasing boiling point, putting the alkane with the highest boiling point first.

Which of the following chair conformations represents trans-1,4-dimethylcyclohexane?

How many constitutional isomers are there with the molecular formula C6H14?

Rank the conformers of 1,2,4-trimethylcyclohexane in order of decreasing stability, putting the most stable first.

Which of the following compounds has only primary, secondary, and tertiary carbon atoms?

Which of the following is the most stable conformation of trans-1-isopropyl-3-methylcyclohexane?

Which of the following are gauche conformers?

Which of the following chair conformations represents trans-1,3-dimethylcyclohexane?

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

What is the IUPAC name of the following compound?

What is the IUPAC name for the following compound?

What is the IUPAC name for the following compound?

Rank the following alkanes in order of increasing boiling point.

Which of the following conformers has the highest energy?

Structure and Bonding

Acids and Bases

Introduction to Organic Molecules and Functional Groups

Stereochemistry

Understanding Organic Reactions

Alkyl Halides and Nucleophilic Substitution

Alkyl Halides and Elimination Reactions

Alcohols, Ethers, and Related Compounds

Alkenes

Alkynes

Oxidation and Reduction

Mass Spectrometry and Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Radical Reactions

Conjugation, Resonance, and Dienes

Benzene and Aromatic Compounds

Reactions of Aromatic Compounds

Carboxylic Acids and the Acidity of the O-H Bond

Introduction to Carbonyl Chemistry;

Aldehydes and Ketones Nucleophilic Addition

Carboxylic Acids and Derivatives

Substitution Reactions of Carbonyl Compounds at the Alpha-Carbon

Carbonyl Condensation Reactions

Amines

Carbon-Carbon Bond Forming Reactions in Organic Synthesis

Pericyclic Reactions

Carbohydrates

Amino Acids and Proteins

Synthetic Polymers

Lipids

Filters

How many constitutional isomers are there with the molecular formula C₆H₁₄?