Question 1

What is the name of the linear hydrocarbon with the molecular formula C11H24?

Accepted Answer

A)  heptane 
B)  decane 
C)  undecane 
D)  eicosane 
A)  heptane 
B)  decane 
C)  undecane 
D)  eicosane C

Question 2

Which of the following statements is not true?

Accepted Answer

A)  Combustion of an alkane is an exothermic reaction. 
B)  The heat of combustion of propane is three times that of methane. 
C)  The constitutional isomers of C7H16 have different heats of combustion from one another 
D)  The products of combustion of an alkane are H2O and CO2. 
A)  Combustion of an alkane is an exothermic reaction. 
B)  The heat of combustion of propane is three times that of methane. 
C)  The constitutional isomers of C7H16 have different heats of combustion from one another 
D)  The products of combustion of an alkane are H2O and CO2. B

Question 3

What is the IUPAC name of the following compound?

Accepted Answer

butanone

Question 4

What is the approximate dihedral angle between the two chlorine atoms in the diaxial conformation of trans-1,2-dichlorocyclohexane?

Accepted Answer

A)  0$\degree$ 
B)  60$\degree$ 
C)  120$\degree$ 
D)  180$\degree$ 
A)  0$\degree$ 
B)  60$\degree$ 
C)  120$\degree$ 
D)  180$\degree$

Question 5

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

Question 6

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 7

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

Accepted Answer

Question 8

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 9

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 10

What is the approximate dihedral angle between the two chlorine atoms in cis-1,2-dichlorocyclohexane?

Accepted Answer

A)  0$\degree$ 
B)  60$\degree$ 
C)  120$\degree$ 
D)  180$\degree$ 
A)  0$\degree$ 
B)  60$\degree$ 
C)  120$\degree$ 
D)  180$\degree$

Question 11

Provide a Newman projection of the most stable conformation of 3-methylpentane, CH3CH2CH(CH3)CH2CH3 looking along the C2-C3 bond.

Accepted Answer

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

A)  2,2-dimethyl-4-ethylheptane 
B)  4-ethyl-2,2-dimethyl-heptane 
C)  6,6-dimethyl-4-ethylheptane 
D)  4-ethyl-6,6-dimethyl-heptane 
A)  2,2-dimethyl-4-ethylheptane 
B)  4-ethyl-2,2-dimethyl-heptane 
C)  6,6-dimethyl-4-ethylheptane 
D)  4-ethyl-6,6-dimethyl-heptane

Question 13

What is the IUPAC name of the following compound?

Accepted Answer

A)  1-methylbicyclo[2.2.1]heptane 
B)  2-methylbicyclo[2.2.1]heptane 
C)  3-methylbicyclo[2.2.1]heptane 
D)  4-methylbicyclo[2.2.1]heptane 
A)  1-methylbicyclo[2.2.1]heptane 
B)  2-methylbicyclo[2.2.1]heptane 
C)  3-methylbicyclo[2.2.1]heptane 
D)  4-methylbicyclo[2.2.1]heptane

Question 14

What is the name of the linear hydrocarbon with the molecular formula C7H16?

Accepted Answer

A)  hexane 
B)  heptane 
C)  decane 
D)  undecane 
A)  hexane 
B)  heptane 
C)  decane 
D)  undecane

Question 15

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 16

Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C2-C3 bond of butane.

Accepted Answer

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

Question 17

What is the IUPAC name of the following compound?

Accepted Answer

The answer of What is the IUPAC name of the...

Question 18

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 19

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 20

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

Accepted Answer

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

Exam 2: Alkanes and Cycloalkanes

What is the name of the linear hydrocarbon with the molecular formula C11H24?

Which of the following statements is not true?

What is the IUPAC name of the following compound?

What is the approximate dihedral angle between the two chlorine atoms in the diaxial conformation of trans-1,2-dichlorocyclohexane?

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?

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

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

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

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

What is the approximate dihedral angle between the two chlorine atoms in cis-1,2-dichlorocyclohexane?

Provide a Newman projection of the most stable conformation of 3-methylpentane, CH3CH2CH(CH3)CH2CH3 looking along the C2-C3 bond.

What is the IUPAC name of the following compound?

What is the IUPAC name of the following compound?

What is the name of the linear hydrocarbon with the molecular formula C7H16?

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

Provide a neatly drawn plot of energy versus dihedral angle for rotation around the C2-C3 bond of butane.

What is the IUPAC name of the following compound?

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

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

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

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

What is the name of the linear hydrocarbon with the molecular formula C₁₁H₂₄?

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?

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

Provide a Newman projection of the most stable conformation of 3-methylpentane, CH₃CH₂CH(CH₃)CH₂CH₃ looking along the C2-C3 bond.

What is the name of the linear hydrocarbon with the molecular formula C₇H₁₆?

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