Deck 12: Aldehydes and Ketones

Question 1

Which is the major product of the following reaction?

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

Answer 1

I

Question 2

Arrange the compounds in order of increasing solubility in water (least first).

A) I, II, III, IV
B) IV, I, II, III
C) IV, III, II, I
D) II, II, I, IV

Answer 2

IV, I, II, III

Question 3

How many chiral aldehydes are there that have the molecular formula C₆H₁₂O?

A) none
B) 1
C) 2
D) 4

Answer 3

none

Question 4

Which compounds are named correctly?

A) I, II, III
B) IV, V, VI
C) II, IV, V
D) III, IV, VI

Question 5

Which compounds are acetals?

A) I, II, III
B) IV, V, VI
C) III, IV, VI
D) II, IV, V

Question 6

Which is the major product of the reaction of ethyl Grignard and propiophenone (ethyl phenyl ketone)?

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

Question 7

1-Hexene was treated with dilute sulfuric acid. The product of that reaction was reacted with potassium dichromate in sulfuric acid. This product was then treated with methanol in hydrochloric acid. What is the major product of this series of reactions?

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

Question 8

Which compound reacts with aqueous acid to give an aldehyde?

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

Question 9

Which is the product of the following reaction?

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

Question 10

Which reaction does not lead to 3-methyl-3-hexanol?

A) 2-butanone + propylmagnesium bromide
B) 3-hexanone + methyl magnesium bromide
C) 2-pentanone + ethylmagnesium bromide
D) 3-pentanone + ethylmagnesium bromide

Question 11

A Grignard reagent is prepared by reacting cyclopentanol with first thionyl chloride and then magnesium in ether. The Grignard reagent is then reacted with acetaldehyde (ethanal) and the reaction mixture acidified. What is the major final product of this series of reactions?

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

Question 12

Which is the correct structure for 2-hydroxybenzophenone?

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

Question 13

Arrange the compounds in order of increasing boiling point (lowest first).

A) II, I, IV, III
B) I, II, IV, III
C) IV, III, I, II
D) II, I, III, IV

Question 14

Arrange the compounds in order of increasing solubility in water (least first).

A) II, I, IV, III
B) I, II, IV, III
C) III, IV, I, II
D) II, I, III, IV

Question 15

How many achiral aldehydes are there that have the molecular formula C₆H₁₂O?

A) 4
B) 5
C) 6
D) 7

Question 16

How many chiral ketones are there that have the molecular formula C₆H₁₂O?

A) 1
B) 2
C) 4
D) 6

Question 17

Arrange the compounds in order of increasing boiling point (lowest first).

A) III, II, IV, I
B) IV, I, II, III
C) IV, III, II, I
D) II, II, I, IV

Question 18

Which compounds are acetals?

A) I, II
B) I, II, III
C) II, III, IV
D) III, IV

Question 19

How many achiral ketones are there that have the molecular formula C₆H₁₂O?

A) 3
B) 4
C) 5
D) 6

Question 20

Which is the major product of the following reaction?

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

Question 21

Which is the best procedure for the following preparation?

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

Question 22

Which is the best procedure for the following preparation?

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

Question 23

The following product can be made from the reductive amination of which combination of compounds?

A) benzaldehyde and benzylamine
B) benzaldehyde and aniline
C) benzophenone and ammonia
D) acetophenone and ammonia

Question 24

Geranial reacts according to the following reaction sequence. Which product is formed?

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

Question 25

Which is the product of the following sequence of reactions?

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

Question 26

Benzaldehyde reacts according to the following reaction sequence. What final product is formed?

A) I
B) II
C) III
D) IV
E) None of these choices are correct.

Question 27

Which is the product of the following sequence of reactions?

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

Question 28

The IUPAC name of the following structure is ___________________________.

Question 29

Which structure is the major tautomer of 2-pentanone in aqueous acid?

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

Question 30

Which is the major product of the reaction of cyclopentylamine and benzaldehyde followed by nickel and hydrogen?

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

Question 31

Which compound is a Schiff base?

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

Question 32

The following product can be made from the reductive amination of which combination of compounds?

A) benzaldehyde and benzylamine
B) benzaldehyde and aniline
C) benzophenone and ammonia
D) acetophenone and ammonia

Question 33

Which is the major product of the following reaction?

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

Question 34

Which is the major product of the following reaction?

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

Question 35

The IUPAC name of the following structure is ___________________________.

Question 36

Which is the product of the following sequence of reactions?

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

Question 37

Which is the product of the following sequence of reactions?

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

Question 38

Which is the main product from the reaction of (S)-2-methylpentanal with an aqueous base?

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

Question 39

Which structure is the major tautomer of 3-oxo-pentanoic acid in aqueous medium?

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

Question 40

Which is the best procedure for the following preparation?

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

Question 41

The name of the following compound is 3-cyclohexenone.

Question 42

The product of the reaction of 2-butanone with ammonia is 2-butanimine.

Question 43

The product of the reaction of 3-pentanone with ammonia, hydrogen, and nickel is 3-pentanamine.

Question 44

Two ways to drive the reaction between an aldehyde and an alcohol to form an acetal to completion are to use excess alcohol and remove water produced.

Question 45

The enol form of cyclohexanone is,

Question 46

The reagent that complete the following reaction is

Question 47

The reagents that complete the following reaction are

Question 48

The mechanism for the formation of the enol form of propanal under basic conditions (NaOH) is,

Question 49

The product of the reaction of benzaldehyde with silver ammonium nitrate (Tollens' reagent) is benzoic acid.

Question 50

The reagents that complete the following reaction are

Question 51

The starting material that completes the following reaction is

Question 52

The major product that completes the following reaction is

Question 53

The name of the following molecule is 1,5-cyclohexanecarbaldehyde.

Question 54

The major product that completes the following reaction is

Question 55

The starting material that completes the following reaction is

Question 56

The starting material that completes the following reaction is

Question 57

The order of boiling points for the following functional groups, of similar molecular weights, is,
ether < aldehyde < alcohol < carboxylic acid

Question 58

The product of the reaction of 2-hydroxybutanal with phenyl magnesium bromide (stoichiometric ratio 1:1) is 1-phenyl-1,2-butanediol.