Question 1

________ is the n-alkane of greatest molecular weight which is a gas at room temperature and pressure.

Accepted Answer

The answer of ________ is the n-alkane of greatest molecular...

Question 2

By using the appropriate molecular formulas, write a balanced equation which describes the complete combustion of nonane.

Accepted Answer

CH₃(CH₂)₇CH₃ +

Question 3

Among the butane conformers, which occur at energy minima on a graph of potential energy versus dihedral angle?

Accepted Answer

A)  gauche only 
B)  eclipsed and totally eclipsed 
C)  gauche and anti 
D)  eclipsed only 
E)  anti only 
A)  gauche only 
B)  eclipsed and totally eclipsed 
C)  gauche and anti 
D)  eclipsed only 
E)  anti only

Question 4

Provide an acceptable name for the alkane shown below.

Accepted Answer

2,2,3,6-te

Question 5

Identify the correct IUPAC name for the following structure.

Accepted Answer

A)  6-bromo-1-cyclopentyl-3,6-dimethylhexane 
B)  1-bromo-5-cyclopentyl-1,4-dimethylpentane 
C)  2-bromo-6-cyclopentyl-5-methylhexane 
D)  5-bromo-1-cyclopentyl-2-methylhexane 
E)  none of the above 
A)  6-bromo-1-cyclopentyl-3,6-dimethylhexane 
B)  1-bromo-5-cyclopentyl-1,4-dimethylpentane 
C)  2-bromo-6-cyclopentyl-5-methylhexane 
D)  5-bromo-1-cyclopentyl-2-methylhexane 
E)  none of the above

Question 6

Which of the following best describes the molecules of a sample of ethane gas at room temperature?

Accepted Answer

A)  Almost all of the molecules are frozen or locked in the eclipsed conformation. 
B)  Almost all of the molecules are frozen or locked in the staggered conformation. 
C)  The molecules are rapidly interconverting between the eclipsed and staggered conformations, but at any one time slightly more of them are present in the eclipsed conformation. 
D)  The molecules are rapidly interconverting between the eclipsed and staggered conformations, but at any one time slightly more of them are present in the staggered conformation. 
A)  Almost all of the molecules are frozen or locked in the eclipsed conformation. 
B)  Almost all of the molecules are frozen or locked in the staggered conformation. 
C)  The molecules are rapidly interconverting between the eclipsed and staggered conformations, but at any one time slightly more of them are present in the eclipsed conformation. 
D)  The molecules are rapidly interconverting between the eclipsed and staggered conformations, but at any one time slightly more of them are present in the staggered conformation.

Question 7

Which of the following statements concerning the conformers of butane is true?

Accepted Answer

A)  Unlike ethane, all butane conformers are classified as eclipsed. 
B)  The lowest energy conformer of butane is the gauche conformer. 
C)  There is more torsional strain in the anti conformer than in the totally eclipsed conformer. 
D)  The eclipsed and totally eclipsed conformers have the same amount of nonbonded strain. 
E)  The gauche and anti conformers differ primarily in the amount of nonbonded strain present. 
A)  Unlike ethane, all butane conformers are classified as eclipsed. 
B)  The lowest energy conformer of butane is the gauche conformer. 
C)  There is more torsional strain in the anti conformer than in the totally eclipsed conformer. 
D)  The eclipsed and totally eclipsed conformers have the same amount of nonbonded strain. 
E)  The gauche and anti conformers differ primarily in the amount of nonbonded strain present.

Question 8

Which of the following cycloalkanes exhibits the greatest molar heat of combustion?

Accepted Answer

A)  cyclooctane 
B)  cycloheptane 
C)  cyclohexane 
D)  cyclobutane 
E)  cyclopropane 
A)  cyclooctane 
B)  cycloheptane 
C)  cyclohexane 
D)  cyclobutane 
E)  cyclopropane

Question 9

Draw the Newman projection of the lowest energy conformation that results from rotation about the C2-C3 bond of 2-methylbutane.

Accepted Answer

The answer of Draw the Newman projection of the lowest...

Question 10

In the complete combustion of heptane, how many moles of water are produced?

Accepted Answer

The answer of In the complete combustion of heptane, how...

Question 11

Provide an acceptable name for the [(CH3)3C]2CHCH3.

Accepted Answer

2,2,3,4,4-

Question 12

The energy barrier for carbon-carbon bond rotation in propane is mainly due to ________.

Accepted Answer

A)  angle strain 
B)  bond strain 
C)  muscle strain 
D)  steric strain 
E)  torsion strain 
A)  angle strain 
B)  bond strain 
C)  muscle strain 
D)  steric strain 
E)  torsion strain

Question 13

Provide an acceptable name for the alkane shown below.
CH3CH2CH2CH2CH2CH3

Accepted Answer

The answer of Provide an acceptable name for the alkane...

Question 14

When one compares the densities of n-hexane and water, one finds:

Accepted Answer

A)  that n-hexane is less dense than water. 
B)  that n-hexane is more dense than water. 
C)  that these two compounds have the same density. 
D)  that the relative densities of two immiscible compounds cannot be measured. 
A)  that n-hexane is less dense than water. 
B)  that n-hexane is more dense than water. 
C)  that these two compounds have the same density. 
D)  that the relative densities of two immiscible compounds cannot be measured.

Question 15

Define the term $\underline{\text{  conformation. }}$

Accepted Answer

Conformations are different ar

Question 16

Which of the following statements is a correct description of the most stable conformation of 1,1,3-trimethylcyclohexane?

Accepted Answer

A)  The methyl group at C-3 is equatorial. 
B)  C-1 is a tertiary carbon and C-3 is a primary carbon. 
C)  C-1 is a quaternary carbon and C-3 is a secondary carbon. 
D)  C-1 is a tertiary carbon and C-3 is a secondary carbon. 
E)  Both methyl groups at C-1 are equatorial. 
A)  The methyl group at C-3 is equatorial. 
B)  C-1 is a tertiary carbon and C-3 is a primary carbon. 
C)  C-1 is a quaternary carbon and C-3 is a secondary carbon. 
D)  C-1 is a tertiary carbon and C-3 is a secondary carbon. 
E)  Both methyl groups at C-1 are equatorial.

Question 17

Name the alkane shown.

Accepted Answer

5-ethyl-2,

Question 18

How many secondary (2°) carbons are found in 5-ethyl-3,3,4-trimethylheptane?

Accepted Answer

A)  1 
B)  4 
C)  2 
D)  3 
E)  6 
A)  1 
B)  4 
C)  2 
D)  3 
E)  6

Question 19

Provide the name of the compound below.

Accepted Answer

2,3,6,7-te

Question 20

Name the two major steps in the refining of crude oil into usable hydrocarbon products.

Accepted Answer

1. fractional distil

Exam 3: Structure and Stereochemistry of Alkanes

________ is the n-alkane of greatest molecular weight which is a gas at room temperature and pressure.

By using the appropriate molecular formulas, write a balanced equation which describes the complete combustion of nonane.

Among the butane conformers, which occur at energy minima on a graph of potential energy versus dihedral angle?

Provide an acceptable name for the alkane shown below.

Identify the correct IUPAC name for the following structure.

Which of the following best describes the molecules of a sample of ethane gas at room temperature?

Which of the following statements concerning the conformers of butane is true?

Which of the following cycloalkanes exhibits the greatest molar heat of combustion?

Draw the Newman projection of the lowest energy conformation that results from rotation about the C2-C3 bond of 2-methylbutane.

In the complete combustion of heptane, how many moles of water are produced?

Provide an acceptable name for the [(CH3)3C]2CHCH3.

The energy barrier for carbon-carbon bond rotation in propane is mainly due to ________.

Provide an acceptable name for the alkane shown below. CH3CH2CH2CH2CH2CH3

When one compares the densities of n-hexane and water, one finds:

Define the term conformation. ‾\underline{\text{ conformation. }} conformation. ​

Which of the following statements is a correct description of the most stable conformation of 1,1,3-trimethylcyclohexane?

Name the alkane shown.

How many secondary (2°) carbons are found in 5-ethyl-3,3,4-trimethylheptane?

Provide the name of the compound below.

Name the two major steps in the refining of crude oil into usable hydrocarbon products.

Introduction and Review

Structure and Properties of Organic Molecules

The Study of Chemical Reactions

Stereochemistry

Alkyl Halides: Nucleophilic Substitution and Elimination

Structure and Synthesis of Alkenes

Reactions of Alkenes

Alkynes

Structure and Synthesis of Alcohols

Reactions of Alcohols

Infrared Spectroscopy and Mass Spectrometry

Nuclear Magnetic Resonance Spectroscopy

Ethers, Epoxides, and Thioethers

Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy

Aromatic Compounds

Reactions of Aromatic Compounds

Ketones and Aldehydes

Amines

Carboxylic Acids

Carboxylic Acid Derivatives

Condensations and Alpha Substitutions of Carboxyl Compounds

Carbohydrates and Nucleic Acids

Amino Acids, Peptides, and Proteins

Lipids

Synthetic Polymers

Filters

Provide an acceptable name for the [(CH₃)₃C]₂CHCH₃.

Provide an acceptable name for the alkane shown below. CH₃CH₂CH₂CH₂CH₂CH₃

Define the term $\underline{\text{ conformation. }}$