Deck 23: Aldehydes and Ketones: Nucleophilic Addition and Α-Substitution Reactions

Question 1

Match the given number of acidic hydrogen atoms to the following molecules A-E:

-No mildly acidic hydrogen atoms

A) Molecule B
B) Molecule E
C) Molecule A
D) Molecule C
E) Molecule D

Answer 1

A

Question 2

Match the given number of acidic hydrogen atoms to the following molecules A-E:

-One acidic hydrogen atom

A) Molecule B
B) Molecule E
C) Molecule A
D) Molecule C
E) Molecule D

Answer 2

B

Question 3

Match the given number of acidic hydrogen atoms to the following molecules A-E:

-Two acidic hydrogen atoms

A) Molecule B
B) Molecule E
C) Molecule A
D) Molecule C
E) Molecule D

Answer 3

C

Question 4

Match the given number of acidic hydrogen atoms to the following molecules A-E:

-Three acidic hydrogen atoms

A) Molecule B
B) Molecule E
C) Molecule A
D) Molecule C
E) Molecule D

Question 5

Match the given number of acidic hydrogen atoms to the following molecules A-E:

-Four acidic hydrogen atoms

A) Molecule B
B) Molecule E
C) Molecule A
D) Molecule C
E) Molecule D

Question 6

What is the major product of the following reaction?

A) A
B) B
C) C
D) D
E) E

Question 7

For the following reaction, pick out the products. Please select all that apply.

A) A
B) B
C) C
D) D
E) E

Question 8

Which of the following carbonyl-containing compounds, A-E, is the most electrophilic and least acidic?

A) A
B) B
C) C
D) D
E) E

Question 9

Which of the following carbonyl compounds, A-E, forms the least amount of hydrate in water?

A) A
B) B
C) C
D) D
E) E

Question 10

For the following reaction, deduce whether it is an oxidation, reduction or neither:

A) Oxidation
B) Reduction
C) Neither

Question 11

For the following reaction, match the given products to the corresponding amines from which they were derived:

-EtNH₂

A) imine
B) enamine
C) no product, only starting materials recovered

Question 12

For the following reaction, match the given products to the corresponding amines from which they were derived:

-Et₂NH

A) imine
B) enamine
C) no product, only starting materials recovered

Question 13

For the following reaction, match the given products to the corresponding amines from which they were derived:

-Et₃N

A) imine
B) enamine
C) no product, only starting materials recovered

Question 14

What is the major product of the following reaction?

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

Question 15

For the following reaction, pick out the most suitable reagents:

A) A
B) B
C) C
D) D
E) E

Question 16

For the following reaction, pick out the major product:

A) A
B) B
C) C
D) D
E) E

Question 17

Which of the following reagents, A-E, are suitable reagents for the following transformation? Please select all that apply.

A) A
B) B
C) C
D) D
E) E

Question 18

From the following reactions, A-D, pick out those which lead to the formation of 1-phenylethanol. Please select all that apply.

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

Question 19

From the following sequence of reactions, match the reagents to steps 1-3:

-CrO₃/H₂SO₄

A) Step 2
B) Step 1
C) Step 3

Question 20

From the following sequence of reactions, match the reagents to steps 1-3:

-BuBr + Mg, then HCl/H₂O

A) Step 2
B) Step 1
C) Step 3

Question 21

From the following sequence of reactions, match the reagents to steps 1-3:

-NH₂NH₂, then KOH/H₂O

A) Step 2
B) Step 1
C) Step 3

Question 22

What is the approximate equilibrium constant for this equilibrium process?

A) 10^-0.8
B) 10^-1
C) 10^-1.25
D) 10^-2
E) 10^-4

Question 23

Which of the following enols, A-D, is the most stable?

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

Question 24

From the following carbonyl-containing molecules, A-E, pick out the one which has the greatest enol content:

A) A
B) B
C) C
D) D
E) E

Question 25

For the following reaction, pick out the most suitable reagent(s):

A) A
B) B
C) C
D) D
E) E

Question 26

What is the major product of the following reaction?

A) A
B) B
C) C
D) D
E) E

Question 27

For the following reaction, pick out the major product:

A) A
B) B
C) C
D) D
E) E

Question 28

For the following aldol condensation, pick out the major product:

A) A
B) B
C) C
D) D
E) E

Question 29

Select the major product from the reaction shown.

A) A
B) B

Question 30

Select suitable reagents for this reaction.

A) CrO₃
B) LiAlH₄
C) H₂ and heat

Question 31

Select all of the following carbonyls will form an enolate ion on addition of base.

A) A
B) B
C) C
D) D
E) E

Question 32

A-C have varying electrophilicities at their carbonyl carbon. Select which will be the most electrophilic.

A) A
B) B
C) C

Question 33

This Grignard reagent (Me?MgBr) is a nucleophilic carbon source. What is the expected major product from this reaction?

A) A
B) B
C) C