Deck 22: Nucleophilic Additionelimination Reactions 1: the General Mechanism Involving Strong Nucleophiles

Question 1

What reagent(s)will best complete the following reaction?

A)I
B)II
C)III
D)IV
E)V

Answer 1

I

Question 2

Which of the following reactions energetically favors the products?

A)I
B)II
C)III
D)IV
E)V

Answer 2

III

Question 3

Which of the following would be an appropriate starting material for a haloform reaction?

A)I
B)II
C)III
D)IV
E)V

Answer 3

IV

Question 4

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 5

Which nucleophile will not readily react with the following compound to create a more energetically favorable product?

A)NaOCH₂CH₃
B)NaOH
C)KOCH₃
D)NaNH₃
E)NaCl

Question 6

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 7

Which of the following reagents will best complete the reaction below?

A)I
B)II
C)III
D)IV
E)V

Question 8

What is the most likely product for the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 9

Which of the following reagents can be used to reduce carboxylic acids?

A)I
B)II
C)III
D)IV
E)Both I and II reduce carboxylic acids.

Question 10

What is true about the free energy diagram for the following reaction?

A)The first step of this reaction is the rate-determining step.
B)The free energy diagram for this reaction has three different transition states.
C)The overall products for this reaction include a carboxylic acid.
D)The first step of this reaction is exothermic.
E)The second step of this reaction is irreversible.

Question 11

Which of the following reagents will best complete the reaction below?

A)I
B)II
C)III
D)IV
E)V

Question 12

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 13

Which of the following reactions energetically favors the products?

A)I
B)II
C)III
D)IV
E)V

Question 14

Which mechanism step is not required for the following Gabriel synthesis?

A)Nucleophilic addition
B)Nucleophile elimination
C)Electrophile elimination
D)S_N2
E)Proton transfer

Question 15

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 16

Which of the following reagents can be used to reduce amides?

A)I
B)II
C)III
D)IV
E)Both II and III can reduce amides.

Question 17

Which nucleophile will readily react with the following compound to produce an energetically more stable product?

A)I
B)II
C)III
D)IV
E)All of the above (a-d) will react to produce a more energetically stable product.

Question 18

Which mechanism step is required for the saponification of the following ester?

A)Nucleophile elimination
B)E2
C)Electrophile elimination
D)Electrophilic addition
E)S_N2

Question 19

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 20

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 21

Show how the following alcohol can be turned into an amine using the Gabriel synthesis.

Question 22

Show how you would synthesize the following ester from ethyl acetate.

Question 23

What reagents are required to synthesize the following compound?

Question 24

Give the mechanism and product for the following reaction.

Question 25

What compound is required to complete the following reaction?

Question 26

Which reagent(s)best complete the following reaction?

A)I
B)II
C)III
D)IV
E)Both III and IV will complete the reaction.

Question 27

Draw a detailed free energy diagram for the following reaction.Include and label the overall reactants,the overall products,the intermediate(s),the axis,and the transition state(s).

Question 28

Show the product(s)of the following reaction.

Question 29

Which of the following compounds will not react with NaBH₄?

A)I
B)II
C)III
D)IV
E)V

Question 30

Which of the following reagents will best complete the reaction below?

A)I
B)II
C)III
D)IV
E)Both III and IV will complete the reaction.

Question 31

Explain why the following reaction energetically favors the products.

Question 32

Which of the following compounds will not react with LiAlH₄?

A)I
B)II
C)III
D)IV
E)They all react with LiAlH₄.

Question 33

Which of the following reagents will best complete the reaction below?

A)I
B)II
C)III
D)IV
E)Both I and II work to complete this reaction.

Question 34

Draw a detailed free energy diagram for the following transesterfication reaction.Include and label the overall reactants,the overall products,the intermediate(s),the axis,and the transition state(s).

Question 35

A common acne medication called benzoyl peroxide can be produced by the following reaction.Give the structure of benzoyl peroxide.

Question 36

Give the product and draw the complete arrow-pushing mechanism for the following reaction.

Question 37

What is the most likely product of the following reaction?

A)I
B)II
C)III
D)IV
E)V

Question 38

What is the product of the following reaction?

Question 39

Which of the following reagents will best complete the reaction below?

A)I
B)II
C)III
D)IV
E)Both III and IV will complete the reaction.

Question 40

What reagent(s)will complete the following reaction?

Question 41

What reagents and conditions best complete the following reaction?

Question 42

Give the most likely product for the following reaction.

Question 43

Show how the following alcohol can be synthesized from the given carboxylic acid.

Question 44

Give the most likely product of the following reaction.

Question 45

What reagents best complete the following reaction?

Question 46

What is the product of the following reaction?

Question 47

Supply two possible starting materials for the following reaction.

Question 48

Give the product and mechanism for the following reaction.

Question 49

What is the most likely product of the following reaction?

Question 50

Give three possible starting materials for the following reaction.

Question 51

What reagent best completes the following reaction?

Question 52

Supply the starting material needed to complete the following reaction.

Question 53

What is the most likely product of the following reaction?

Question 54

What reagent(s)will best complete the following reaction?

Question 55

What reagent(s)will best complete the following reaction?