Question 1

Which statement concerning the physical properties of alcohols is FALSE?

Accepted Answer

A) Alcohols are polar and can form intermolecular hydrogen bonds. 
B) 1-Pentanol is more water-soluble than pentane because 1-pentanol can hydrogen bond with water. 
C) The water solubility of an alcohol decreases with an increase in the hydrocarbon chain. 
D) Alcohols have higher boiling point temperatures than hydrocarbons and ethers of similar molar mass. 
E) The water solubility of an alcohol decreases with an increase in the number of polar hydroxyl groups. 
A) Alcohols are polar and can form intermolecular hydrogen bonds. 
B) 1-Pentanol is more water-soluble than pentane because 1-pentanol can hydrogen bond with water. 
C) The water solubility of an alcohol decreases with an increase in the hydrocarbon chain. 
D) Alcohols have higher boiling point temperatures than hydrocarbons and ethers of similar molar mass. 
E) The water solubility of an alcohol decreases with an increase in the number of polar hydroxyl groups. E

Question 2

A phenol is a compound that contains a hydroxyl group attached to a benzene ring.

Accepted Answer

A) True 
 B)False  True

Question 3

What is the IUPAC name of the compound shown below?

Accepted Answer

A) 1-propanol 
B) 1-cyclopentanol 
C) cyclopropanol 
D) phenol 
E) glycerol 
A) 1-propanol 
B) 1-cyclopentanol 
C) cyclopropanol 
D) phenol 
E) glycerol C

Question 4

Which of the following is a tertiary (3°)alcohol?

Accepted Answer

A) propanol 
B) 2-methyl-2-butanol 
C) 3-hexanol 
D) 1,2-ethanediol 
E) cyclopropanol 
A) propanol 
B) 2-methyl-2-butanol 
C) 3-hexanol 
D) 1,2-ethanediol 
E) cyclopropanol

Question 5

Liquid diethyl ether contains an extensive network of hydrogen bonds.

Accepted Answer

A) True 
 B)False

Question 6

What is the common name of 2-propanol?

Accepted Answer

A) wood alcohol 
B) grain alcohol 
C) ethyl alcohol 
D) propyl alcohol 
E) isopropyl alcohol 
A) wood alcohol 
B) grain alcohol 
C) ethyl alcohol 
D) propyl alcohol 
E) isopropyl alcohol

Question 7

Which product of the oxidation of ethanol causes many of the symptoms of the "morning-after hangover"?

Accepted Answer

A) phenol 
B) resveratrol 
C) ethanal 
D) formaldehyde 
E) ethylene glycol 
A) phenol 
B) resveratrol 
C) ethanal 
D) formaldehyde 
E) ethylene glycol

Question 8

Which of the following alcohols is a tertiary alcohol?

Accepted Answer

A) 1-butanol 
B) 2-butanol 
C) 2-methyl-1-butanol 
D) 2-methyl-2-butanol 
E) 3,3-dimethyl-2-butanol 
A) 1-butanol 
B) 2-butanol 
C) 2-methyl-1-butanol 
D) 2-methyl-2-butanol 
E) 3,3-dimethyl-2-butanol

Question 9

The hydration reaction below follows Markovnikov's rule.Which of the following is the expected major product of this reaction?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 10

Zaitsev's rule can be used to predict the major alkene product in a dehydration reaction.Which of the following alkenes would be the major product of the dehydration reaction shown below?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) All are equally likely. 
A) 
  
B) 
  
C) 
  
D) 
  
E) All are equally likely.

Question 11

What is the name of the alcohol produced by the fermentation of sugars and starches,and contained in alcoholic beverages?

Accepted Answer

A) methyl alcohol 
B) propanol 
C) isopropyl alcohol 
D) ethanol 
E) methanol 
A) methyl alcohol 
B) propanol 
C) isopropyl alcohol 
D) ethanol 
E) methanol

Question 12

What is the IUPAC name of the following compound?

Accepted Answer

A) 2-methyl-3-hexanol 
B) 5-methyl-4-hexanol 
C) 3-methyl-2-hexanol 
D) 2-methyl-3-pentanol 
E) 2,2-dimethyl-3-pentanol 
A) 2-methyl-3-hexanol 
B) 5-methyl-4-hexanol 
C) 3-methyl-2-hexanol 
D) 2-methyl-3-pentanol 
E) 2,2-dimethyl-3-pentanol

Question 13

What is the name of the simplest alcohol?

Accepted Answer

A) primol 
B) methanal 
C) methanol 
D) ethanol 
E) formal 
A) primol 
B) methanal 
C) methanol 
D) ethanol 
E) formal

Question 14

Although ethanol is fit for human consumption,methanol is quite toxic if ingested.The toxicity is due to the aldehyde produced when methanol is oxidized in the liver.Which of the following is the aldehyde formed by the oxidation of methanol?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 15

The reduction of acetaldehyde (shown below)is an important biochemical reaction.Which of the following is the product of its reduction?

Accepted Answer

A) CH3CH2OH 
B) CH3CH3 
C) 
  
D) 
  
E) 
  
A) CH3CH2OH 
B) CH3CH3 
C) 
  
D) 
  
E)

Question 16

Hexylresorcinol is listed as an active ingredient in some mouthwashes and throat lozenges.The IUPAC name for hexylresorcinol is 4-hexyl-3-hydroxyphenol.Which of the following is its structure?

Accepted Answer

A) 
  
B) 
  
C) 
  
D) 
  
E) 
  
A) 
  
B) 
  
C) 
  
D) 
  
E)

Question 17

The gain of an electron by an atom is called reduction.

Accepted Answer

A) True 
 B)False

Question 18

Stepwise oxidation of a primary alcohol first produces an ether and then a carboxylic acid.

Accepted Answer

A) True 
 B)False

Question 19

Oxidation may be classified as the gain of bonds to oxygen,or the loss of bonds to hydrogen.

Accepted Answer

A) True 
 B)False

Question 20

The oxidation of a tertiary alcohol produces a ketone.

Accepted Answer

A) True 
 B)False

Exam 12: Alcohols, phenols, thiols, and Ethers

Which statement concerning the physical properties of alcohols is FALSE?

A phenol is a compound that contains a hydroxyl group attached to a benzene ring.

What is the IUPAC name of the compound shown below?

Which of the following is a tertiary (3°)alcohol?

Liquid diethyl ether contains an extensive network of hydrogen bonds.

What is the common name of 2-propanol?

Which product of the oxidation of ethanol causes many of the symptoms of the "morning-after hangover"?

Which of the following alcohols is a tertiary alcohol?

The hydration reaction below follows Markovnikov's rule.Which of the following is the expected major product of this reaction?

Zaitsev's rule can be used to predict the major alkene product in a dehydration reaction.Which of the following alkenes would be the major product of the dehydration reaction shown below?

What is the name of the alcohol produced by the fermentation of sugars and starches,and contained in alcoholic beverages?

What is the IUPAC name of the following compound?

What is the name of the simplest alcohol?

Although ethanol is fit for human consumption,methanol is quite toxic if ingested.The toxicity is due to the aldehyde produced when methanol is oxidized in the liver.Which of the following is the aldehyde formed by the oxidation of methanol?

The reduction of acetaldehyde (shown below)is an important biochemical reaction.Which of the following is the product of its reduction?

Hexylresorcinol is listed as an active ingredient in some mouthwashes and throat lozenges.The IUPAC name for hexylresorcinol is 4-hexyl-3-hydroxyphenol.Which of the following is its structure?

The gain of an electron by an atom is called reduction.

Stepwise oxidation of a primary alcohol first produces an ether and then a carboxylic acid.

Oxidation may be classified as the gain of bonds to oxygen,or the loss of bonds to hydrogen.

The oxidation of a tertiary alcohol produces a ketone.

Chemistry - Methods and Measurement

The Structure of the Atom and the Periodic Table

Structure and Properties of Ionic and Covalent Compounds

Calculations, chemical Changes, and the Chemical Equation

States of Matter: Gases, liquids, and Solids

Solutions

Energy,rate and Equilibrium

Acids and Bases

The Nucleus, radioactivity, and Nuclear Medicine

An Introduction to Organic Chemistry

The Unsaturated Hydrocarbons: Alkenes, alkynes, and Aromatics

Aldehydes and Ketones

Carboxylic Acids and Carboxylic Acid Derivatives

Amines and Amides

Carbohydrates

Lipids and Their Functions in Biochemical Systems

Protein Structure and Function

Enzymes

Introduction to Molecular Genetics

Carbohydrate Metabolism

Aerobic Respiration and Energy Production

Fatty Acid Metabolism

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