Deck 4: Alkanes and Cycloalkanes

Question 1

What is the IUPAC name of the following compound?

Answer 1

3-ethyl-2-methylpentane

Question 2

What is the structure of 3-ethyl-2,4,6-trimethyloctane?

Answer 2

Question 3

What is the IUPAC name of the following compound?

A) 1-ethyl-2-methylcyclohexane
B) 2-ethyl-1-methylcyclohexane
C) 1-ethyl-2-methylhexane
D) cyclononane

Answer 3

1-ethyl-2-methylcyclohexane

Question 4

What is the common name of the following substituent?

A) isopropyl
B) tert-butyl
C) isobutyl
D) sec-butyl

Question 5

What is the structure of 3-ethyl-2-methylpentane?

Question 6

What is the IUPAC name of the following compound?

A) 2,3,5-triethylhexane
B) 2,4,5-triethylhexane
C) 2,4-diethyl-5-methylheptane
D) 4-ethyl-3,6-dimethyloctane

Question 7

What is the IUPAC name of the following compound?

Question 8

What is the IUPAC name of the following compound?

Question 9

What is the parent chain of the following compound?

A) hexane
B) heptane
C) octane
D) nonane

Question 10

What is the IUPAC name of the following compound?

Question 11

What is the structure of an isopropyl group?

Question 12

What is the parent chain of the following compound?

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

Question 13

What is the IUPAC name of the following compound?

Question 14

What is the parent chain of the following compound?

Question 15

What is the IUPAC name of the following compound?

A) 3-isopropyl-5-ethylheptane
B) 2-methyl-3-ethyl-5-ethylheptane
C) 3,5-diethyl-2-methylheptane
D) 2-methyl-3,5-diethylheptane

Question 16

What is the IUPAC name of the following compound?

A) 2,5-diethylhexane
B) 3,6-dimethyloctane
C) 2-ethyl-5-methylheptane
D) 2,5-dimethylheptane

Question 17

What is the name of the parent chain of the following compound?

Question 18

What is the structure of [2.2.2]bicyclooctane?

Question 19

Which of the following is an isopropyl group?

A)
B)
C)
D)

Question 20

What is the IUPAC name of the following compound?

Question 21

The reaction shown below is an example of

A) catalytic cracking
B) thermal cracking
C) catalytic reforming
D) thermal reforming

Question 22

Which pair of the following compounds are constitutional isomers?

A)
B)
C)
D)

Question 23

Complete the following combustion reaction, assuming that only CO₂ and H₂O are formed.

Question 24

What is the relationship between the following two compounds?

A) Constitutional isomers
B) The same compound
C) Completely different and not constitutional isomers

Question 25

Which of the following compounds are constitutional isomers?

A)
B)
C)
D)

Question 26

Draw a Newman projection for the following compound as viewed down the indicated bond in the conformation shown.

Question 27

What is the relationship between the following two compounds?

A) Constitutional isomers
B) The same compound
C) Completely different and not constitutional isomers

Question 28

Draw a Newman projection for the following compound as viewed down the indicated bond in the conformation shown.

Question 29

What is the relationship between the following two compounds?

A) Constitutional isomers
B) The same compound
C) Completely different and not constitutional isomers

Question 30

What is the IUPAC name of the following compound?

Question 31

What is the correct stoichiometry of oxygen for the balanced oxidation reaction?

Question 32

Draw a Newman projection of the following compound as viewed down the indicated bond in the conformation shown.

Question 33

Which pair of the following compounds are constitutional isomers?

A)
B)
C)
D)

Question 34

What is the structure of 1-cyclopropyl-3-methylcyclopentane?

Question 35

Of the following isomers of C₉H₂₀, which is the most stable?

A) nonane
B) 3-methyloctane
C) 2,2-dimethylheptane
D) 2,2,3,4-tetramethylpentane

Question 36

What is the relationship between the following two compounds?

A) Constitutional isomers
B) The same compound
C) Completely different and not constitutional isomers

Question 37

What is the relationship between the following two compounds?

A) Constitutional isomers
B) The same compound
C) Completely different and not constitutional isomers

Question 38

Complete the following combustion reaction, assuming that only CO₂ and H₂O are formed.

Question 39

What are the structures and IUPAC names of all constitutional isomers of C₆H₁₄?

Question 40

What is the correct stoichiometry of oxygen for the balanced oxidation reaction?

Question 41

Which of the following is a wedge and dash structure for the following Newman projection ?

A)
B)
C)
D)

Question 42

Draw a wedge and dash structure of the following Newman projection.

Question 43

Draw a wedge and dash structure of the following Newman projection.

Question 44

Which of the following is a wedge and dash structure for the following Newman projection?

A)
B)
C)
D)

Question 45

Draw an energy diagram for the conformational analysis of propane.

Question 46

Which of the following is/are a Newman projection of an eclipsed conformer?

A)
B)
C)
D)

Question 47

Draw a wedge and dash structure that corresponds to the following Newman projection.

Question 48

Draw the Newman projection of the conformer of the following compound where the two methyl groups are anti.

Question 49

Draw the gauche conformer of the following compound looking down the indicated bond.

Question 50

Which of the following is a Newman projection for the following compound as viewed down the indicated bond in the conformation shown?

A)
B)
C)
D)

Question 51

What is the eclipsing cost of Br and H if the energy difference between the staggered and eclipsed conformations of bromoethane is 13 kJ/mol?

Question 52

Which of the following is an anti conformer?

A)
B)
C)
D)

Question 53

Draw a wedge and dash structure of the following Newman projection.

Question 54

Which of the following is a wedge and dash structure for the following Newman projection?

A)
B)
C)
D)

Question 55

What is the energy difference between the staggered and eclipsed conformations of 2,2,-dimethylpropane if the eclipsing cost of Me and H is 6 kJ/mol?

Question 56

Which of the following is/are a Newman projection of a staggered conformer?

A)
B)
C)
D)

Question 57

Which of the following is a gauche conformer?

A)
B)
C)
D)

Question 58

Draw the Newman projection for the eclipsed conformation of propane.

Question 59

Which of the following is a Newman projection for the following compound as viewed down the indicated bond in the conformation shown?

A)
B)
C)
D)

Question 60

Which of the following is a Newman projection for the following compound as viewed down the indicated bond in the conformation shown?

A)
B)
C)
D)

Question 61

Draw a chair conformation of cyclohexane showing all of the equatorial H’s.

Question 62

Draw both chair conformers of the following compound.

Question 63

Draw a chair conformation of ethylcyclohexane with the ethyl group axial.

Question 64

Which of the following is a boat conformation of cyclohexane?

A)
B)
C)
D)

Question 65

Draw in all of the axial hydrogens on the cyclohexane chair conformation shown.

Question 66

Which of the following is a chair conformation of the following substituted cyclohexane?

A)
B)
C)
D)

Question 67

Which of the following is the highest energy conformer of the following compound looking down the indicated bond?

A)
B)
C)
D)

Question 68

Which of the following illustrates an equatorial OH?

A)
B)
C)
D)

Question 69

Which of the following cycloalkanes has the most angle strain?

A)
B)
C)
D)

Question 70

Which of the following cycloalkanes has the least angle strain?

A)
B)
C)
D)

Question 71

Which of the following illustrates an axial OH?

A)
B)
C)
D)

Question 72

Which of the following is the lowest energy conformer of the following compound looking down the indicated bond?

A)
B)
C)
D)

Question 73

Draw a chair conformation of methylcyclohexane.

Question 74

Which of the following is the highest energy conformer of the following compound?

A)
B)
C)
D)

Question 75

Is the following labeled H axial or equatorial?

Question 76

Which of the following is the highest energy conformer of the following compound?

A)
B)
C)
D)

Question 77

Draw the lowest energy conformer of the following compound as a Newman projection looking down the C2-C3 bond.

Question 78

Draw an energy diagram for rotation around the indicated bond of the following compound.

Question 79

Draw the lowest energy conformer of the following compound as a Newman projection looking down the C2-C3 bond.

Question 80

Which of the following is a chair conformation of cyclohexane?

A)
B)
C)
D)