Deck 18: Carboxylic Acids

Question 1

Which of the following is the conjugate base of 5-hydroxypentanoic acid?

A)

B)

C)

D)

Answer 1

Question 2

Rank the following compounds in decreasing order of acidity.

A) II $>$ I $>$ III
B) II $>$ III $>$ I
C) III $>$ II $>$ I
D) III $>$ I $>$ II

Answer 2

II $>$ III $>$ I

Question 3

Which of the following has the largest acid equilibrium constant, $\mathrm{K}_{\mathrm{a}}$ ?

A) benzoic acid
B) ortho-nitrobenzoic acid
C) para-methylbenzoic acid (para-toluic acid)
D) para-methoxybenzoic acid

Answer 3

ortho-nitrobenzoic acid

Question 4

What is the product of the following sequence of reactions?

A) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$
B) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}=\mathrm{CHCO}_{2} \mathrm{H}$
C) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCHBrCO}_{2} \mathrm{H}$
D) $\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CHCH}_{2} \mathrm{CO}_{2} \mathrm{H}$

Question 5

What is the product of the reaction shown below?

A)

B)

C)

D)

Question 6

Which of the following is the product of the reaction sequence below?

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

Question 7

Which of the following is the tetrahedral intermediate in the acid-catalyzed Fischer esterification reaction of acetic acid, $\mathrm{CH}_{3} \mathrm{CO}_{2} \mathrm{H}$ , and ethanol, $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}$ ?

A)

B)

C)

D)

Question 8

Which of the following undergo decarboxylation upon heating?

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

Question 9

What product(s) would you expect from the following reaction?

A)

B)

C)

D) only starting material and benzene

Question 10

Rank the following in order of decreasing acidity:

A) I $>$ II $>$ III
B) III $>$ I $>$ II
C) II $>$ I $>$ III
D) I $>$ III $>$ II