Question 1

What is the IUPAC name of the following compound?

Accepted Answer

2,4,4-trim

Question 2

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 3

Which of the following Newman projections represents the most stable conformation of 2,3-dimethylbutane?

Accepted Answer

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

Question 4

What is the IUPAC name of the following compound?

Accepted Answer

A)  bicyclo[4.3]nonane 
B)  bicyclo[4.3.0]nonane 
C)  bicyclo[6.5]nonane 
D)  bicyclo[6.5.0]nonane 
A)  bicyclo[4.3]nonane 
B)  bicyclo[4.3.0]nonane 
C)  bicyclo[6.5]nonane 
D)  bicyclo[6.5.0]nonane

Question 5

Which of the following undergoes the most exothermic combustion?

Accepted Answer

A)  octane 
B)  2-methylheptane 
C)  2,2-dimethylhexane 
D)  2,2,3,3-tetramethylbutane 
A)  octane 
B)  2-methylheptane 
C)  2,2-dimethylhexane 
D)  2,2,3,3-tetramethylbutane

Question 6

What is the IUPAC name of the following compound?

Accepted Answer

cis-1-tert

Question 7

Which of the following Newman projections does not represent 2-methylhexane?

Accepted Answer

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

Question 8

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

Question 9

Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C-C bond of ethane.

Accepted Answer

The answer of Provide a neatly drawn plot of energy...

Question 10

What is the approximate C-C-C bond angle in propane?

Accepted Answer

A)  90$\degree$ 
B)  109$\degree$ 
C)  120$\degree$ 
D)  180$\degree$ 
A)  90$\degree$ 
B)  109$\degree$ 
C)  120$\degree$ 
D)  180$\degree$

Question 11

Which of the following substituted cyclohexanes has the most negative value of DG$\degree$ 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 moles of molecular oxygen (O2) are consumed in the complete combustion of one mole of hexane (C6H14)?

Accepted Answer

A)  6 
B)  9.5 
C)  12.5 
D)  14 
A)  6 
B)  9.5 
C)  12.5 
D)  14

Question 13

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 14

Which one of the following structures represents a different compound from the other three?

Accepted Answer

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

Question 15

What is the correct assignment of common names for the following molecules?

Accepted Answer

A)  i = butane; ii = neopentane; iii = isopentane 
B)  i = neobutane; ii = isobutane; iii = pentane 
C)  i = butane; ii = isobutane; iii = isopentane 
D)  i = butane; ii = isobutane; iii = neopentane 
A)  i = butane; ii = neopentane; iii = isopentane 
B)  i = neobutane; ii = isobutane; iii = pentane 
C)  i = butane; ii = isobutane; iii = isopentane 
D)  i = butane; ii = isobutane; iii = neopentane

Question 16

Which of the following Newman projections represents 2,4-dimethylpentane?

Accepted Answer

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

Question 17

Which of the following compounds can adopt a chair conformation in which there are no axial methyl groups?

Accepted Answer

A)  cis-1,2-dimethylcyclohexane 
B)  cis-1,3-dimethylcyclohexane 
C)  trans-1,3-dimethylcyclohexane 
D)  cis-1,4-dimethylcyclohexane 
A)  cis-1,2-dimethylcyclohexane 
B)  cis-1,3-dimethylcyclohexane 
C)  trans-1,3-dimethylcyclohexane 
D)  cis-1,4-dimethylcyclohexane

Question 18

How many constitutional isomers are there with the molecular formula C5H12?

Accepted Answer

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

Question 19

Which of the following alkanes has the highest boiling point?

Accepted Answer

A)  propane 
B)  butane 
C)  pentane 
D)  hexane 
A)  propane 
B)  butane 
C)  pentane 
D)  hexane

Question 20

What is the IUPAC name of the following compound?

Accepted Answer

A)  trans-1-isopropyl-4-methylcyclohexane 
B)  cis-1-isopropyl-4-methylcyclohexane 
C)  cis-2-isopropyl-5-methylcyclohexane 
D)  cis-1-tert-butyl-4-methylcyclohexane 
A)  trans-1-isopropyl-4-methylcyclohexane 
B)  cis-1-isopropyl-4-methylcyclohexane 
C)  cis-2-isopropyl-5-methylcyclohexane 
D)  cis-1-tert-butyl-4-methylcyclohexane

Exam 2: Alkanes and Cycloalkanes

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

Which of the following Newman projections represents the most stable conformation of 2,3-dimethylbutane?

What is the IUPAC name of the following compound?

Which of the following undergoes the most exothermic combustion?

What is the IUPAC name of the following compound?

Which of the following Newman projections does not represent 2-methylhexane?

What is the IUPAC name for the following compound?

Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C-C bond of ethane.

What is the approximate C-C-C bond angle in propane?

Which of the following substituted cyclohexanes has the most negative value of DG °\degree° for ring flipping from the conformation in which the substituent is axial to the one where it is equatorial?

How many moles of molecular oxygen (O2) are consumed in the complete combustion of one mole of hexane (C6H14)?

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

Which one of the following structures represents a different compound from the other three?

What is the correct assignment of common names for the following molecules?

Which of the following Newman projections represents 2,4-dimethylpentane?

Which of the following compounds can adopt a chair conformation in which there are no axial methyl groups?

How many constitutional isomers are there with the molecular formula C5H12?

Which of the following alkanes has the highest boiling point?

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

Filters

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

How many moles of molecular oxygen (O₂) are consumed in the complete combustion of one mole of hexane (C₆H₁₄)?

How many constitutional isomers are there with the molecular formula C₅H₁₂?