Question 1

Which of the following compounds contains an ester functional group?

Accepted Answer

CH\_3COOCH\_3

Question 2

Which compound is more reactive toward nucleophilic attack: acetamide ($$CH\_3CONH\_2) or $$ethyl acetate ($$CH\_3COOCH\_2CH\_3$$)?

Accepted Answer

Ethyl acetate ($$CH\_3COOCH\_2CH\_3)$$

Question 3

Which of the following is the major product when benzaldehyde ($$C\_6H\_5CHO) $$reacts with HCN?

Accepted Answer

$$C\_6H\_5CH(OH)CN$$

Question 4

Which reagent is used to convert a carboxylic acid to an acid chloride?

Accepted Answer

SOCl\_2

Question 5

In the nitration of nitrobenzene, which position is favored for the incoming nitro group?

Accepted Answer

Meta

Question 6

Which of the following is the correct product for the reaction of methyl benzoate with bromine and AlBr\_3?

Accepted Answer

Meta-bromomethyl benzoate

Question 7

Which compound is more reactive toward electrophilic aromatic substitution: aniline ($$C\_6H\_5NH\_2) or $$nitrobenzene ($$C\_6H\_5NO\_2$$)?

Accepted Answer

Aniline ($$C\_6H\_5NH\_2)$$

Question 8

What is the major product when ethyl acetoacetate is heated?

Accepted Answer

Acetone ($$CH\_3COCH\_3)$$

Question 9

Which of the following reactions is used to reduce a nitro group to an amine?

Accepted Answer

Zn(Hg), HCl, reflux

Question 10

Which of the following is the correct mechanism for the acid-catalyzed dehydration of 3-phenyl-2-butanol?

Accepted Answer

Formation of a carbocation intermediate followed by elimination of water

Question 11

When benzyl cyanide ($$C\_6H\_5CH\_2CN) $$reacts with MeMgBr followed by water, what is the major product?

Accepted Answer

$$C\_6H\_5CH\_2COCH\_3$$

Question 12

Which of the following is a resonance structure for the acylium ion ($$RCO^+$$)?

Accepted Answer

$$R-C\equiv O^+$$

Question 13

Which of the following is the correct product for the Friedel-Crafts acylation of benzene with acetyl chloride ($$CH\_3COCl) $$and AlCl\_3?

Accepted Answer

Acetophenone ($$C\_6H\_5COCH\_3)$$

Question 14

Which of the following is the major product when benzene is treated with KMnO\_4, NaOH, and heat, followed by acid workup?

Accepted Answer

Benzoic acid ($$C\_6H\_5COOH)$$

Question 15

Which of the following is the correct product for the reaction of ethyl acetoacetate with hydrazine ($$NH\_2NH\_2$$)?

Accepted Answer

Pyrazole derivative

Question 16

Which of the following is the correct product for the reaction of benzene with $$CH\_3CH\_2COCl$$ and AlCl\_3?

Accepted Answer

Propiophenone ($$C\_6H\_5COCH\_2CH\_3)$$

Question 17

Which of the following is the correct product for the reaction of benzene with $$CH\_3CH\_2Br$$ and AlBr\_3?

Accepted Answer

Ethylbenzene ($$C\_6H\_5CH\_2CH\_3)$$

Question 18

Which of the following is the correct product for the reaction of benzene with $$CH\_3CH\_2COOH$$ and SOCl\_2?

Accepted Answer

Propiophenone acid chloride ($$CH\_3CH\_2COCl)$$

Question 19

Which of the following is the correct product for the reaction of benzene with $$CH\_3CH\_2COCl$$ and AlCl\_3, followed by hydrolysis?

Accepted Answer

Propiophenone ($$C\_6H\_5COCH\_2CH\_3)$$

Organic Chemistry: Functional Groups, Reactivity, and Reaction Mechanisms – Study Guide

Study Guide - Practice Questions