Question 1

Which of the following best describes a tertiary alcohol?

Accepted Answer

An alcohol in which the hydroxyl group is attached to a carbon bonded to three other carbons.

Question 2

Which reagent is commonly used for the reduction of carboxylic acids to primary alcohols in the laboratory?

Accepted Answer

$\mathrm{LiAlH_4}$

Question 3

According to Zaitsev's rule, which alkene will be the major product in the dehydration of 2-butanol?

Accepted Answer

trans-2-butene

Question 4

Which of the following statements about the solubility of alcohols in water is correct?

Accepted Answer

As the number of carbon atoms increases, solubility in water decreases.

Question 5

What is the IUPAC name for the following compound: $\mathrm{CH_3CH_2CH_2OH}$?

Accepted Answer

Propanol

Question 6

Which of the following is a vicinal diol?

Accepted Answer

$\mathrm{HOCH_2CH_2OH}$

Question 7

Which of the following is NOT a product of the oxidation of a secondary alcohol?

Accepted Answer

A carboxylic acid

Question 8

Which of the following compounds is classified as a phenol?

Accepted Answer

$\mathrm{C_6H_5OH}$

Question 9

What is the major product when 2-methyl-2-butanol undergoes dehydration?

Accepted Answer

2-methyl-2-butene

Question 10

Which of the following alcohols will NOT undergo oxidation under normal conditions?

Accepted Answer

tert-butanol

Question 11

Which statement best explains why alcohols have higher boiling points than alkanes of similar molecular weight?

Accepted Answer

Alcohols form hydrogen bonds between molecules.

Question 12

Which of the following is the correct balanced equation for Fischer esterification of methanol and benzoic acid?

Accepted Answer

$\mathrm{C_6H_5COOH + CH_3OH \xrightarrow{H^+} C_6H_5COOCH_3 + H_2O}$

Question 13

Which of the following is a sulfur analog of an alcohol?

Accepted Answer

$\mathrm{RSH}$

Question 14

Which of the following is the correct IUPAC name for the compound with the structure $\mathrm{CH_3CH(OH)CH_2CH_3}$?

Accepted Answer

2-butanol

Question 15

Which of the following is true about the acid/base properties of alcohols?

Accepted Answer

Alcohols are slightly less acidic than water.

Question 16

Which of the following reactions will produce a secondary alcohol?

Accepted Answer

Reduction of a ketone

Question 17

Which of the following is a geminal diol?

Accepted Answer

$\mathrm{CH_2(OH)_2}$

Question 18

Which of the following is the major product when 2,3-dimethyl-2-butanol is dehydrated?

Accepted Answer

2,3-dimethyl-2-butene

Question 19

Which of the following is NOT a biologically important alcohol?

Accepted Answer

Acetone

Question 20

Which of the following is the correct order of increasing reactivity of alcohols with hydrogen halides?

Accepted Answer

Tertiary > Secondary > Primary

Alcohols, Phenols, Ethers, Thiols, and Sulfides: Structure, Properties, Preparation, and Reactions

Study Guide - Practice Questions