MCAT Organic Chemistry Practice Test 8: Carboxylic Acids

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1. Which of these compounds would be expected to decarboxylate when heated?

  • A.
  • B.
  • C.
  • D.

2. Carboxylic acids have higher boiling points than their corresponding alcohols primarily because:

  • A. molecular weight is increased by the additional carboxyl group.
  • B. the pH of the compound is lower.
  • C. acid salts are soluble in water.
  • D. hydrogen bonding is much stronger than in alcohols.

3. Which of the following carboxylic acids will be the most acidic?

  • A. CH3CHClCH2COOH
  • B. CH3CH2CCl2COOH
  • C. CH3CH2CHClCOOH
  • D. CH3CH2CH2COOH

4. Which of the following molecules could be classified as a soap?

  • A. CH3(CH2)17CH2COOH
  • B. CH3COOH
  • C. CH3(CH2)19COO–Na+
  • D. CH3COO–Na+

5. What is the final product of the following reaction?

  • A. CH3(CH2)4CHO
  • B. CH3(CH2)4COOH
  • C. CH3(CH2)4CH3
  • D. HOOC(CH2)4COOH

6. Carboxylic acids can be reacted in one step to form all of the following compounds EXCEPT:

  • A. esters.
  • B. amides.
  • C. alkenes.
  • D. alcohols.

7. The reduction of a carboxylic acid using lithium aluminum hydride will yield what final product?

  • A. An aldehyde
  • B. An ester
  • C. A ketone
  • D. An alcohol

8. Which of the following is true with respect to a micelle in a hydrophilic environment?

  • A. The interior is hydrophilic.
  • B. The structure, as a whole, is hydrophobic.
  • C. It is composed of short-chain fatty acids with polar heads.
  • D. It can dissolve nonpolar molecules deep in its core.

9. In the presence of an acid catalyst, the major product of ethanoic acid and ethanol is:

  • A. acetic anhydride.
  • B. butane.
  • C. diethyl ether.
  • D. ethyl acetate.

10. The α-hydrogen of a carboxylic acid is:

I. more acidic than the hydroxyl hydrogen.

II. less acidic than the hydroxyl hydrogen.

III. very acidic, as organic compounds go.

  • A. I only
  • B. II only
  • C. I and III only
  • D. II and III only

11. The reaction of formic acid with sodium borohydride will yield what final product?

  • A. An aldehyde
  • B. A carboxylic acid
  • C. A ketone
  • D. An alcohol

12. The intramolecular reaction of 5-aminopentanoic acid through nucleophilic acyl substitution would result in a(n):

  • A. anhydride.
  • B. lactone.
  • C. lactam.
  • D. carboxylic acid.

13. Butanoic anhydride can be produced by the reaction of butanoic acid with which of the following compounds?

  • A. Butanoic acid
  • B. Ethanoic acid
  • C. Butanol
  • D. Methanal

14. Nucleophilic acyl substitution is favored by:

I. basic solution.

II. acidic solution.

III. leaving groups that are strong bases.

  • A. I only
  • B. II only
  • C. I and II only
  • D. I, II, and III

15. The reaction of ammonia with caprylic acid (octanoic acid), found in coconuts, would produce a(n):

  • A. ester.
  • B. anhydride.
  • C. alcohol.
  • D. water molecule.