Question 1

Which of the following statements best explains why tertiary alcohols do NOT undergo oxidation under typical conditions?

Accepted Answer

Tertiary alcohols lack a hydrogen atom on the carbon bearing the hydroxyl group, preventing the formation of a carbonyl group during oxidation.

Question 2

Which of the following compounds is classified as a secondary alcohol?

Accepted Answer

2-Propanol

Question 3

What is the IUPAC name for the following compound: $$\mathrm{CH_3CH_2CH(OH)CH_3$}$$?

Accepted Answer

2-Butanol

Question 4

Which of the following best describes the product formed when a primary alcohol is oxidized?

Accepted Answer

An aldehyde

Question 5

Phenol reacts with sodium hydroxide ($$\mathrm{NaOH}) to $$form which of the following products?

Accepted Answer

Sodium phenoxide and water

Question 6

Which of the following statements about hydrogen bonding in alcohols is correct?

Accepted Answer

Primary alcohols form the strongest hydrogen bonds due to less steric hindrance around the hydroxyl group.

Question 7

Which of the following best explains why the boiling point of alcohols increases with increasing molecular mass?

Accepted Answer

Larger alcohols have greater London dispersion forces in addition to hydrogen bonding.

Question 8

What is the major product when 2-butanol is heated with concentrated sulfuric acid?

Accepted Answer

2-Butene

Question 9

Which of the following is the correct IUPAC name for a compound with two hydroxyl groups on a four-carbon chain, one on each end?

Accepted Answer

1,4-Butanediol

Question 10

Which of the following statements about phenols is TRUE?

Accepted Answer

Phenols are more acidic than alcohols due to resonance stabilization of the phenoxide ion.

Question 11

Which of the following is the correct IUPAC name for the compound $$\mathrm{CH_3CH_2OCH_3}$$?

Accepted Answer

Methoxyethane

Question 12

Which of the following statements about ethers is correct?

Accepted Answer

Ethers generally have lower boiling points than alcohols of similar molecular mass because they cannot form hydrogen bonds with each other.

Question 13

Which of the following is the correct IUPAC name for $$\mathrm{CH_3CH_2SH}$$?

Accepted Answer

Ethanethiol

Question 14

Which of the following best describes the physical properties of thiols compared to alcohols?

Accepted Answer

Thiols have lower boiling points than alcohols due to weaker hydrogen bonding.

Question 15

A patient is exposed to a compound that is a primary alcohol. Which of the following is the most likely product if the compound is metabolized by the liver's alcohol dehydrogenase and then further oxidized?

Accepted Answer

A carboxylic acid

Question 16

Which of the following reactions is an example of dehydration of an alcohol?

Accepted Answer

$$\mathrm{C_2H_5OH} \xrightarrow{H_2SO_4,\ \Delta} \mathrm{C_2H_4} + \mathrm{H_2O}$$

Question 17

Which of the following best explains why ethers are commonly used as solvents in organic reactions?

Accepted Answer

Ethers are relatively unreactive and can dissolve a wide range of organic compounds.

Question 18

Which of the following is the correct classification for the alcohol in the compound $$\mathrm{CH_3CH_2CH_2OH}$$?

Accepted Answer

Primary alcohol

Question 19

Which of the following statements about the oxidation of secondary alcohols is correct?

Accepted Answer

Secondary alcohols are oxidized to ketones.

Question 20

A laboratory technician needs to synthesize diethyl ether. Which of the following reactions would be most appropriate?

Accepted Answer

$$\mathrm{2\ C_2H_5OH} \xrightarrow{H_2SO_4,\ 140^\circ C} \mathrm{C_2H_5OC_2H_5} + \mathrm{H_2O}$$

Chapter 13: Alcohols, Phenols, Thiols, and Ethers – Study Guide

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