Question 1

What is the major organic product when the following cyclic anhydride is heated with aqueous acid ($$\mathrm{H_3O^+}$$, $$\Delta$$)?

$$	ext{[See Image 1]}$$

Accepted Answer

$$\mathrm{HO_2C(CH_2$)_6CO_2H}$$

Question 2

In a Friedel–Crafts acylation, benzene reacts with succinic anhydride ($$\mathrm{$$AlCl_3$$}$$ catalyst). What is the major organic product?

$$	ext{[See Image 2]}$$

Accepted Answer

$$\mathrm{C_6H_5CO(CH_2$)_2CO_2H}$$

Question 3

What is the correct IUPAC name for the following compound?

$$	ext{[See Image 3]}$$

Accepted Answer

Question 4

Cyclopentylamine reacts with acetic anhydride. What is the major organic product?

$$	ext{[See Image 4]}$$

Accepted Answer

N-cyclopentylacetamide

Question 5

What is the structure of N-cyclopentylacetamide?

$$	ext{[See Image 5]}$$

Accepted Answer

$$\mathrm{C_5H_9NHCOCH_3}$$

Question 6

Which of the following carboxylic acid derivatives is most reactive toward nucleophilic acyl substitution?

Accepted Answer

Acid chloride

Question 7

Which reagent can reduce a carboxylic acid to an aldehyde?

Accepted Answer

Conversion to the acid chloride followed by treatment with $$\mathrm{LiAlH[OC(CH_3$)_3]_3}$$

Question 8

What are the products from the reaction of excess methyl magnesium bromide with ethyl acetate followed by $$\mathrm{H_3O^+}$$?

Accepted Answer

tert-Butanol and ethanol

Question 9

Which of the following is the correct order of increasing reactivity toward nucleophilic acyl substitution for carboxylic acid derivatives?

Accepted Answer

Amide \u003c Ester \u003c Acid chloride

Question 10

Which of the following best describes the product of hydrolysis of a cyclic anhydride with aqueous acid?

Accepted Answer

A dicarboxylic acid

Organic Chemistry: Carboxylic Acid Derivatives and Their Reactions

Study Guide - Practice Questions