Question 1

What is the IUPAC name for the following compound?

Accepted Answer

A) 2,3-Dimethyl-4-sec-butylheptane 
B) 4-sec-Butyl-2,3-dimethylheptane 
C) 3,5,6-Trimethyl-4-propylheptane 
D) 2,3,5-Trimethyl-4-propylheptane 
A) 2,3-Dimethyl-4-sec-butylheptane 
B) 4-sec-Butyl-2,3-dimethylheptane 
C) 3,5,6-Trimethyl-4-propylheptane 
D) 2,3,5-Trimethyl-4-propylheptane

Question 2

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

Question 3

Rank the following alkanes in order of increasing melting point,putting the alkane with the lowest melting point first.

Accepted Answer

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

Question 4

Which of the following is the most stable conformation of cis-1-ethyl-3-isopropylcyclohexane?

Accepted Answer

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

Question 5

Rank the conformers of butane in order of decreasing stability,putting the most stable first.

Accepted Answer

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

Question 6

Which of the following cycloalkanes has the least angle strain?

Accepted Answer

A) Cyclopropane 
B) Cyclohexane 
C) Cyclopentane 
D) Cycloheptane 
A) Cyclopropane 
B) Cyclohexane 
C) Cyclopentane 
D) Cycloheptane

Question 7

Which of the following cycloalkanes has the most angle strain?

Accepted Answer

A) Cyclopropane 
B) Cyclobutane 
C) Cyclopentane 
D) Cyclohexane 
A) Cyclopropane 
B) Cyclobutane 
C) Cyclopentane 
D) Cyclohexane

Question 8

Which of the following statements about the conformations of acyclic alkanes is true?

Accepted Answer

A) Conformations are the same arrangements of atoms that cannot be interconverted by rotation about single bonds. 
B) In the eclipsed conformation,the C-H bonds on one carbon bisect the H-C-H bond angle on the adjacent carbon. 
C) In the staggered conformation,the C-H bonds on one carbon are directly aligned with the C-H bonds on the adjacent carbon. 
D) Rotating the atoms on one carbon by 60° converts an eclipsed conformation into a staggered conformation,and vice versa. 
A) Conformations are the same arrangements of atoms that cannot be interconverted by rotation about single bonds. 
B) In the eclipsed conformation,the C-H bonds on one carbon bisect the H-C-H bond angle on the adjacent carbon. 
C) In the staggered conformation,the C-H bonds on one carbon are directly aligned with the C-H bonds on the adjacent carbon. 
D) Rotating the atoms on one carbon by 60° converts an eclipsed conformation into a staggered conformation,and vice versa.

Question 9

Which of the following is the most stable conformation of the following compound?

Accepted Answer

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

Question 10

Which of the following is not another representation for 2-methylbutane?

Accepted Answer

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

Question 11

Which of the following statements about alkanes is not true?

Accepted Answer

A) Alkanes are aliphatic hydrocarbons. 
B) Alkanes contain only C-C and C-H s bonds. 
C) Alkanes are acyclic or cyclic. 
D) Acyclic alkanes have two fewer H atoms than cyclic alkanes with the same number of carbons. 
A) Alkanes are aliphatic hydrocarbons. 
B) Alkanes contain only C-C and C-H s bonds. 
C) Alkanes are acyclic or cyclic. 
D) Acyclic alkanes have two fewer H atoms than cyclic alkanes with the same number of carbons.

Question 12

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 13

What is the IUPAC name for the following compound?

Accepted Answer

A) Hexylcyclopentane 
B) 1-Hexylcyclopentane 
C) 1-Cyclopentylhexane 
D) 1-Cyclopentylheptane 
A) Hexylcyclopentane 
B) 1-Hexylcyclopentane 
C) 1-Cyclopentylhexane 
D) 1-Cyclopentylheptane

Question 14

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 15

Which formula represents a cycloalkane with 5 carbons?

Accepted Answer

A) C5H8 
B) C5H10 
C) C5H12 
D) C5H14 
A) C5H8 
B) C5H10 
C) C5H12 
D) C5H14

Question 16

Which of the following is the highest energy conformer of 2,3-dimethylbutane?

Accepted Answer

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

Question 17

How many cycloalkane constitutional isomers (excluding stereoisomers)are there with molecular formula C5H10?

Accepted Answer

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

Question 18

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 19

What is the common name of the following alkyl group?

Accepted Answer

A) Isobutyl 
B) sec-Butyl 
C) Isopropyl 
D) tert-Butyl 
A) Isobutyl 
B) sec-Butyl 
C) Isopropyl 
D) tert-Butyl

Question 20

What is the name of the alkyl group that contains two carbons in a straight chain and one-carbon branch?

Accepted Answer

A) Ethyl 
B) Propyl 
C) Isopropyl 
D) None of these 
A) Ethyl 
B) Propyl 
C) Isopropyl 
D) None of these

Exam 4: Alkanes

What is the IUPAC name for the following compound?

Which of the following conformers has the highest energy?

Rank the following alkanes in order of increasing melting point,putting the alkane with the lowest melting point first.

Which of the following is the most stable conformation of cis-1-ethyl-3-isopropylcyclohexane?

Rank the conformers of butane in order of decreasing stability,putting the most stable first.

Which of the following cycloalkanes has the least angle strain?

Which of the following cycloalkanes has the most angle strain?

Which of the following statements about the conformations of acyclic alkanes is true?

Which of the following is the most stable conformation of the following compound?

Which of the following is not another representation for 2-methylbutane?

Which of the following statements about alkanes is not true?

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

What is the IUPAC name for the following compound?

What are the products of the combustion of alkanes?

Which formula represents a cycloalkane with 5 carbons?

Which of the following is the highest energy conformer of 2,3-dimethylbutane?

How many cycloalkane constitutional isomers (excluding stereoisomers)are there with molecular formula C5H10?

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

What is the common name of the following alkyl group?

What is the name of the alkyl group that contains two carbons in a straight chain and one-carbon branch?

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 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 cycloalkane constitutional isomers (excluding stereoisomers)are there with molecular formula C₅H₁₀?