Deck 8: Alkenes: Structure and Preparation Via Elimination Reactions

Question 1

Show the mechanism for the following elimination,assuming that it is a stepwise reaction.

Answer 1

Question 2

Draw the E isomer of 3,4-dimethyl-3-hexene.

Answer 2

Question 3

Draw the structure of 2,3-dimethyl-1-pentene.

Answer 3

Question 4

Show the mechanism for the following elimination,assuming that it is a concerted reaction.

Question 5

Draw the Z isomer of 3,4-dimethyl-3-hexene.

Question 6

How substituted is the following alkene?

Question 7

How substituted is the following alkene?

Question 8

Draw the E isomer of 2-methyl-3-heptene.

Question 9

Provide an IUPAC name for the following compound.

Question 10

Show the mechanism for the following elimination,assuming that it is a concerted reaction.

Question 11

Rank the following from most to least stable.

A)A,B,C
B)C,B,A
C)B,C,A
D)B,A,C

Question 12

Which of the following is the correct IUPAC name for the following compound?

A)1-methyl-2-cyclohexene
B)2-methylcyclohexene
C)3-methylcyclohexene
D)1-methyl-5-cyclohexene

Question 13

Given the following alkane,draw the least stable alkene isomer with the same basic skeleton.

Question 14

Show the mechanism for the following elimination,assuming that it is a concerted reaction.

Question 15

Which of the following is the correct IUPAC name for the following compound?

A)2-ethyl-1,1,3-trimethylbutene
B)3-ethyl-2,4-dimethyl-2-pentene
C)2,4-dimethylhexene
D)4-ethyl-1,3-dimethyl-3-pentene

Question 16

Provide an IUPAC name for the following compound.

Question 17

How substituted is the following alkene?

Question 18

Draw the structure of 3-methylcyclopentene.

Question 19

Provide an IUPAC name for the following compound.

Question 20

Provide an IUPAC name for the following compound.

Question 21

Draw the major product of the following reaction.

Question 22

What would be the best base for performing the following elimination?

Question 23

Draw the major product of the following reaction.

Question 24

Draw the major product of the following reaction.

Question 25

Draw the major product of the following reaction.

Question 26

Draw the major product of the following reaction.

Question 27

Draw the major product of the following reaction.

Question 28

Based upon the following energy diagram,is this reaction an E1 or an E2 elimination?

Question 29

What is the product of the following elimination?

Question 30

Draw the major product of the following reaction.

Question 31

What is the product of the following elimination?

Question 32

Draw the major product of the following reaction.

Question 33

Based upon the following energy diagram,is this reaction an E1 or an E2 elimination?

Question 34

What is the product of the following elimination?

Question 35

Draw the isomer of 2-bromo-1,1,3-trimethylcyclohexane that would be more reactive in an E2 elimination.

Question 36

Draw the major product of the following reaction.

Question 37

Draw the major product of the following reaction.

Question 38

Draw the major product of the following elimination.

Question 39

Draw the major product of the following reaction.

Question 40

Show the mechanism for the following elimination,assuming that it is a stepwise reaction.

Question 41

For the following dehydration,draw the structure of the intermediate carbocation.

Question 42

Is the following more likely a nucleophile or a base?

Question 43

What is the structure of the rearranged carbocation in the following dehydration?

Question 44

Draw the product of the following dehydration reaction.

Question 45

Draw the mechanism and product for the following elimination.

Question 46

Draw the mechanism for the following dehydration.

Question 47

Will the following alcohol be likely to undergo rearrangement during a dehydration reaction?

Question 48

For the following dehydration,draw the structure of the intermediate carbocation.

Question 49

What are the steps in the following mechanism?

Question 50

Draw the mechanism and product for the following elimination.

Question 51

Draw the product of the following dehydration reaction.

Question 52

Draw an energy diagram for the following reaction,assuming that it is exothermic.

Question 53

Will the following alcohol undergo rearrangement during a dehydration reaction?

Question 54

What is the structure of the rearranged carbocation in the following dehydration?

Question 55

Is the following more likely a nucleophile or a base?

Question 56

Draw the mechanism and product for the following elimination.

Question 57

What is the first step in any dehydration reaction?

Question 58

For the following dehydration,draw the structure of the intermediate carbocation.

Question 59

Draw the mechanism for the following dehydration.

Question 60

Draw the product of the following dehydration reaction.

Question 61

What is the most likely product for the following reaction?

Question 62

What is the most likely product for the following reaction?

Question 63

What is the most likely product for the following reaction?

Question 64

Is the following more likely a nucleophile or a base?

Question 65

What is the most likely product for the following reaction?

Question 66

By what mechanism is the following reaction likely to occur?

Question 67

By what mechanism is the following reaction likely to occur?

Question 68

What is the most likely product for the following reaction?

Question 69

What is the most likely product for the following reaction?

Question 70

What is the most likely product for the following reaction?

Question 71

How would you change the following reaction to favor an E1 mechanism?

Question 72

How would you change the following reaction to favor an E2 mechanism?

Question 73

By what mechanism is the following reaction likely to occur?

Question 74

By what mechanism is the following reaction likely to occur?

Question 75

By what mechanism is the following reaction likely to occur?

Question 76

What is the most likely product for the following reaction?