Question 1

Which of the following Newman projections represents the most stable conformation of 2-methylbutane?

Accepted Answer

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

Question 2

What is the IUPAC name for the following compound?

Accepted Answer

A) bicyclo[5.4.3]octane 
B) bicyclo[3.2.1]octane 
C) bicyclo[3.2.1]hexane 
D) bicyclo[2.2.1]octane 
A) bicyclo[5.4.3]octane 
B) bicyclo[3.2.1]octane 
C) bicyclo[3.2.1]hexane 
D) bicyclo[2.2.1]octane B

Question 3

Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram.   A)  B)  C)  
D) 
-Conformation D is represented by Roman numeral ____.

Accepted Answer

I

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

cis-1-tert-butyl-2-m

Question 5

Which of the following cycloalkanes has the smallest heat of combustion per carbon atom?

Accepted Answer

A) cyclopropane 
B) cyclopentane 
C) cyclohexane 
D) cycloheptane 
A) cyclopropane 
B) cyclopentane 
C) cyclohexane 
D) cycloheptane

Question 6

How many hydrogen atoms are there in dodecane, the linear hydrocarbon with twelve carbon atoms?

Accepted Answer

A) 12 
B) 20 
C) 24 
D) 26 
A) 12 
B) 20 
C) 24 
D) 26

Question 7

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

Accepted Answer

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

Question 8

Which of the following structures is different from the other three?

Accepted Answer

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

Question 9

What is the IUPAC name of the following compound?

Accepted Answer

A) 3-propylpentane 
B) 1,1-diethylpropane 
C) 3-ethylhexane 
D) isooctane 
A) 3-propylpentane 
B) 1,1-diethylpropane 
C) 3-ethylhexane 
D) isooctane

Question 10

What is the IUPAC name of the following compound?

Accepted Answer

2,4,4-trim

Question 11

Which of the following substituted cyclohexanes has the most negative value of $\Delta$G$\circ$  for ring flipping from the conformation in which the substituent is axial to the one where it is equatorial?

Accepted Answer

A) fluorocyclohexane 
B) methylcyclohexane 
C) ethylcyclohexane 
D) tert-butylcyclohexane 
A) fluorocyclohexane 
B) methylcyclohexane 
C) ethylcyclohexane 
D) tert-butylcyclohexane

Question 12

How many constitutional isomers are there with the molecular formula C4H10?

Accepted Answer

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

Question 13

Provide a Newman projection of the most stable conformation of 2-methylpentane, (CH3)2CHCH2CH2CH3, looking along the C2-C3 bond

Accepted Answer

Question 14

Provide a line-bond structure of hexanoic acid.

Accepted Answer

The answer of Provide a line-bond structure of hexanoic acid....

Question 15

How many hydrogen atoms are there in nonane, the linear hydrocarbon with nine carbon atoms?

Accepted Answer

A) 16 
B) 18 
C) 20 
D) 22 
A) 16 
B) 18 
C) 20 
D) 22

Question 16

The following structures represent a pair of constitutional isomers.

Accepted Answer

A) True 
 B)False

Question 17

Which of the following statements is not true regarding the conformation of substituted cyclohexanes?

Accepted Answer

A) ring inversion of cyclohexane between two chair conformations takes place via a boat conformation 
B) substituted cyclohexanes are destabilized by 1,3-diaxial interactions 
C) the boat conformation of cyclohexane is usually more stable than the chair conformation 
D) the relative amount of two conformations of substituted cyclohexanes can be determined from the difference in strain energy 
A) ring inversion of cyclohexane between two chair conformations takes place via a boat conformation 
B) substituted cyclohexanes are destabilized by 1,3-diaxial interactions 
C) the boat conformation of cyclohexane is usually more stable than the chair conformation 
D) the relative amount of two conformations of substituted cyclohexanes can be determined from the difference in strain energy

Question 18

What is the IUPAC name of the following compound?

Accepted Answer

A) trans-1-isopropyl-4-methylcyclopentane 
B) cis-1-tert-butyl-2-methylcyclopentane 
C) trans-1-tert-butyl-2-methylcyclopentane 
D) cis-1-isopropyl-2-methylcyclopentane 
A) trans-1-isopropyl-4-methylcyclopentane 
B) cis-1-tert-butyl-2-methylcyclopentane 
C) trans-1-tert-butyl-2-methylcyclopentane 
D) cis-1-isopropyl-2-methylcyclopentane

Question 19

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

Accepted Answer

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

Question 20

What is the IUPAC name of the following compound?

Accepted Answer

3-ethyl-2-

Exam 2: Alkanes and Cycloalkanes

Which of the following Newman projections represents the most stable conformation of 2-methylbutane?

What is the IUPAC name for the following compound?

Match the Newman projection for the conformation of 2-methylbutane to the indicated position on the potential energy diagram. A) B) C) D) -Conformation D is represented by Roman numeral ____.

What is the IUPAC name of the following compound?

Which of the following cycloalkanes has the smallest heat of combustion per carbon atom?

How many hydrogen atoms are there in dodecane, the linear hydrocarbon with twelve carbon atoms?

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

Which of the following structures is different from the other three?

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

Which of the following substituted cyclohexanes has the most negative value of Δ\DeltaΔ G ∘\circ∘ for ring flipping from the conformation in which the substituent is axial to the one where it is equatorial?

How many constitutional isomers are there with the molecular formula C4H10?

Provide a Newman projection of the most stable conformation of 2-methylpentane, (CH3)2CHCH2CH2CH3, looking along the C2-C3 bond

Provide a line-bond structure of hexanoic acid.

How many hydrogen atoms are there in nonane, the linear hydrocarbon with nine carbon atoms?

The following structures represent a pair of constitutional isomers.

Which of the following statements is not true regarding the conformation of substituted cyclohexanes?

What is the IUPAC name of the following compound?

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

What is the IUPAC name of the following compound?

Covalent Bonding and Shapes of Molecules

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Nucleophilic Substitution and Beta-Elimination

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

Amines

Catalytic Carbon-Carbon Bond Formation

Carbohydrates

Lipids

Amino Acids and Proteins

Nucleic Acids

Organic Polymer Chemistry

Filters

Which of the following substituted cyclohexanes has the most negative value of $\Delta$ G^$\circ$ for ring flipping from the conformation in which the substituent is axial to the one where it is equatorial?

How many constitutional isomers are there with the molecular formula C₄H₁₀?

Provide a Newman projection of the most stable conformation of 2-methylpentane, (CH₃)₂CHCH₂CH₂CH₃, looking along the C2-C3 bond