Question 1

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

Accepted Answer

Question 2

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

Accepted Answer

The answer of Match the Newman projection for the conformation...

Question 3

What is the IUPAC name of the following compound?

Accepted Answer

A)  5,5-dimethyl-3-ethylheptane 
B)  5-ethyl-3,3-dimethyl-heptane 
C)  3,3-dimethyl-5-ethylheptane 
D)  3-ethyl-5,5-dimethyl-heptane 
A)  5,5-dimethyl-3-ethylheptane 
B)  5-ethyl-3,3-dimethyl-heptane 
C)  3,3-dimethyl-5-ethylheptane 
D)  3-ethyl-5,5-dimethyl-heptane

Question 4

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 5

Which of the following is not true regarding the properties of alkanes?

Accepted Answer

A)  alkanes are nonpolar 
B)  alkanes burn in air to give H2O and CO2 
C)  alkanes are highly miscible with water 
D)  the strongest intermolecular force between alkane molecules is the van der Waals interaction 
A)  alkanes are nonpolar 
B)  alkanes burn in air to give H2O and CO2 
C)  alkanes are highly miscible with water 
D)  the strongest intermolecular force between alkane molecules is the van der Waals interaction

Question 6

Which of the following cycloalkanes has the most ring strain?

Accepted Answer

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

Question 7

What are the common and IUPAC names of the following compound?

Accepted Answer

common: ne

Question 8

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 9

What is the IUPAC name of the following compound?

Accepted Answer

cis-1-isop

Question 10

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

Accepted Answer

A)  methylcyclohexane 
B)  chlorocyclohexane 
C)  isopropylcyclohexane 
D)  ethynylcyclohexane 
A)  methylcyclohexane 
B)  chlorocyclohexane 
C)  isopropylcyclohexane 
D)  ethynylcyclohexane

Question 11

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 12

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 13

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 14

What is the IUPAC name of the following compound?

Accepted Answer

4-ethyl-2-

Question 15

What is the IUPAC name of the following compound?

Accepted Answer

bicyclo[4.

Question 16

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

Accepted Answer

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

Question 17

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

Question 18

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 19

What are the common and IUPAC names of the following compound?

Accepted Answer

common: is

Question 20

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

Accepted Answer

A)  90° 
B)  109° 
C)  120° 
D)  180° 
A)  90° 
B)  109° 
C)  120° 
D)  180°

Exam 2: Alkanes and Cycloalkanes

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

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

What is the IUPAC name of the following compound?

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

Which of the following is not true regarding the properties of alkanes?

Which of the following cycloalkanes has the most ring strain?

What are the common and IUPAC names of the following compound?

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

What is the IUPAC name of the following compound?

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

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

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

Which of the following undergoes the most exothermic combustion?

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

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

What is the IUPAC name of the following compound?

What is the IUPAC name for the following compound?

What are the common and IUPAC names of the following compound?

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

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

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

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

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