Question 1

A series of compounds, like the n-alkanes, that differ only by the number of -CH2- groups, is called a(n) ________ series.

Accepted Answer

Question 2

A bicyclic alkane contains 12 carbon atoms. How many hydrogen atoms does it contain?

Accepted Answer

A)  20 
B)  22 
C)  24 
D)  26 
E)  28 
A)  20 
B)  22 
C)  24 
D)  26 
E)  28

Question 3

Which of the following correctly lists the conformations of cyclohexane in order of increasing energy?

Accepted Answer

A)  chair < boat < twist < half-chair 
B)  half-chair < boat < twist < chair 
C)  chair < twist < half-chair < boat 
D)  chair < twist < boat < half-chair 
E)  half-chair < twist < boat < chair 
A)  chair < boat < twist < half-chair 
B)  half-chair < boat < twist < chair 
C)  chair < twist < half-chair < boat 
D)  chair < twist < boat < half-chair 
E)  half-chair < twist < boat < chair

Question 4

Provide the name of the compound shown.

Accepted Answer

2,2,7-trichloro-4-et

Question 5

Provide an acceptable structure for spiro [4.4]nonane.

Accepted Answer

The answer of Provide an acceptable structure for spiro [4.4]nonane....

Question 6

Draw an acceptable structure for 4-isopropyl-2-methylheptane.

Accepted Answer

The answer of Draw an acceptable structure for 4-isopropyl-2-methylheptane....

Question 7

Draw an acceptable structure for 4-tert-butyloctane.

Accepted Answer

The answer of Draw an acceptable structure for 4-tert-butyloctane....

Question 8

Which of the following types of hydrocarbons is(are) saturated?

Accepted Answer

A)  alkanes 
B)  alkenes 
C)  alkynes 
D)  aromatics 
E)  All of the above are saturated. 
A)  alkanes 
B)  alkenes 
C)  alkynes 
D)  aromatics 
E)  All of the above are saturated.

Question 9

Give the IUPAC name for the cycloalkane shown below.

Accepted Answer

trans-1-et

Question 10

Within the context of commercial uses of alkanes, explain what "knocking" is.

Accepted Answer

"Knocking" is the potentially

Question 11

What element of ring strain exists in cyclooctane but not in cyclopropane?

Accepted Answer

The answer of What element of ring strain exists in...

Question 12

Provide the name of the compound below.

Accepted Answer

3-fluoro-2

Question 13

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

Accepted Answer

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

Question 14

Place the following alkanes in order of increasing boiling point:
CH3(CH2)6CH3, CH3(CH2)5CH3, (CH3)3CCH2CH2CH3

Accepted Answer

(CH₃)₃CCH₂CH₂C

Question 15

Consider the equilibrium shown below. When one looks at the equilibrium where X = CH3 and the one where X = CH(CH3)2, how do the values of the equilibrium constants (Ks) compare?

Accepted Answer

A)  The Ks are equal. 
B)  The K where X = CH3 is greater. 
C)  The K where X = CH(CH3)2 is greater. 
D)  The Ks differ only slightly and are both less than 1. 
A)  The Ks are equal. 
B)  The K where X = CH3 is greater. 
C)  The K where X = CH(CH3)2 is greater. 
D)  The Ks differ only slightly and are both less than 1.

Question 16

Draw the most stable conformation of cis-1-t-butyl-4-methylcyclohexane.

Accepted Answer

The answer of Draw the most stable conformation of cis-1-t-butyl-4-methylcyclohexane....

Question 17

Describe the sources of angle strain and torsional strain present in cyclopropane.

Accepted Answer

The angle strain arises from t

Question 18

The energy difference between the axial and equatorial conformers of methylcyclohexane is:

Accepted Answer

A)   5.0 kcal/mol. 
A)   5.0 kcal/mol.

Question 19

When a mole of decane undergoes complete combustion, how many moles of water are formed?

Accepted Answer

A)  1 
B)  10 
C)  11 
D)  15.5 
E)  22 
A)  1 
B)  10 
C)  11 
D)  15.5 
E)  22

Question 20

Provide an acceptable name for the following compound.

Accepted Answer

4,4-dichlo

Exam 3: Structure and Stereochemistry of Alkanes

A series of compounds, like the n-alkanes, that differ only by the number of -CH2- groups, is called a(n) ________ series.

A bicyclic alkane contains 12 carbon atoms. How many hydrogen atoms does it contain?

Which of the following correctly lists the conformations of cyclohexane in order of increasing energy?

Provide the name of the compound shown.

Provide an acceptable structure for spiro [4.4]nonane.

Draw an acceptable structure for 4-isopropyl-2-methylheptane.

Draw an acceptable structure for 4-tert-butyloctane.

Which of the following types of hydrocarbons is(are) saturated?

Give the IUPAC name for the cycloalkane shown below.

Within the context of commercial uses of alkanes, explain what "knocking" is.

What element of ring strain exists in cyclooctane but not in cyclopropane?

Provide the name of the compound below.

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

Place the following alkanes in order of increasing boiling point: CH3(CH2)6CH3, CH3(CH2)5CH3, (CH3)3CCH2CH2CH3

Consider the equilibrium shown below. When one looks at the equilibrium where X = CH3 and the one where X = CH(CH3)2, how do the values of the equilibrium constants (Ks) compare?

Draw the most stable conformation of cis-1-t-butyl-4-methylcyclohexane.

Describe the sources of angle strain and torsional strain present in cyclopropane.

The energy difference between the axial and equatorial conformers of methylcyclohexane is:

When a mole of decane undergoes complete combustion, how many moles of water are formed?

Provide an acceptable name for the following compound.

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

A series of compounds, like the n-alkanes, that differ only by the number of -CH₂- groups, is called a(n) ________ series.

Place the following alkanes in order of increasing boiling point: CH₃(CH₂)₆CH₃, CH₃(CH₂)₅CH₃, (CH₃)₃CCH₂CH₂CH₃

Consider the equilibrium shown below. When one looks at the equilibrium where X = CH₃ and the one where X = CH(CH₃)₂, how do the values of the equilibrium constants (Ks) compare?