Question 1

Which of the following alcohols is most soluble in water?

Accepted Answer

A)  1-pentanol 
B)  1,5-pentanediol 
C)  1,3,5-pentanetriol 
D)  None, they are all equally soluble. 
A)  1-pentanol 
B)  1,5-pentanediol 
C)  1,3,5-pentanetriol 
D)  None, they are all equally soluble.

Question 2

What is the color of pure ethylene glycol?

Accepted Answer

A)  colorless 
B)  green 
C)  red 
D)  white 
A)  colorless 
B)  green 
C)  red 
D)  white

Question 3

Given that in stable diols the two hydroxyl groups are not attached to the same carbon atom, which of the following is the molecular formula of a stable diol in which both alcohol functional groups are tertiary?

Accepted Answer

A)  C3H8O2 
B)  C4H10O2 
C)  C5H12O2 
D)  C6H14O2 
A)  C3H8O2 
B)  C4H10O2 
C)  C5H12O2 
D)  C6H14O2

Question 4

What is the approximate strength of a hydrogen bond in alcohols?

Accepted Answer

A)  less than 1 kcal/mol 
B)  2 to 5 kcal/mol 
C)  10-20 kcal/mol 
D)  more than 20 kcal/mol 
A)  less than 1 kcal/mol 
B)  2 to 5 kcal/mol 
C)  10-20 kcal/mol 
D)  more than 20 kcal/mol

Question 5

What is the IUPAC name of isobutyl mercaptan?

Accepted Answer

A)  2-butanethiol 
B)  2-methyl-1-propanethiol 
C)  2-methyl-2-propanethiol 
D)  none of these 
A)  2-butanethiol 
B)  2-methyl-1-propanethiol 
C)  2-methyl-2-propanethiol 
D)  none of these

Question 6

Examine the structures represented by the following models. Atoms other than carbon and hydrogen are indicated by the element symbol.       A B C
-Which can participate in hydrogen bonding with like molecules?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  all of these 
A)  A 
B)  B 
C)  C 
D)  all of these

Question 7

What is the smallest number of carbon atoms which can be found in an unsymmetrical ether that contains only C, H and a single O atom?

Accepted Answer

A)  1 
B)  2 
C)  3 
D)  4 
A)  1 
B)  2 
C)  3 
D)  4

Question 8

Examine the structures represented by the following models. Atoms other than carbon and hydrogen are indicated by the element symbol.       A B C
-Which is classified as a thiol?

Accepted Answer

A)  A 
B)  B 
C)  C 
D)  none of these 
A)  A 
B)  B 
C)  C 
D)  none of these

Question 9

What are the approximate bond angles at the OH-bearing carbon atom of all alcohols?

Accepted Answer

A)  90° 
B)  109° 
C)  120° 
D)  180° 
A)  90° 
B)  109° 
C)  120° 
D)  180°

Question 10

Which of the following correctly gives the order of boiling points for the molecules hexane, pentanol, and ethoxypropane?

Accepted Answer

A)  hexane > ethoxypropane > pentanol 
B)  hexane > pentanol > ethoxypropane 
C)  pentanol > ethoxypropane > hexane 
D)  pentanol > hexane > ethoxypropane 
A)  hexane > ethoxypropane > pentanol 
B)  hexane > pentanol > ethoxypropane 
C)  pentanol > ethoxypropane > hexane 
D)  pentanol > hexane > ethoxypropane

Question 11

Which of the following is a glycol?

Accepted Answer

A)  HOCH2CH2CH2OH 
B)    
C)  HOCH2CH2OH 
D)  None of these is a glycol. 
A)  HOCH2CH2CH2OH 
B)    
C)  HOCH2CH2OH 
D)  None of these is a glycol.

Question 12

Which of the following is true of the alcohol functional groups in 2-methyl-1,2-propanediol?

Accepted Answer

A)  One is primary and one is secondary. 
B)  One is primary and one is tertiary. 
C)  Both are primary. 
D)  Neither is primary. 
A)  One is primary and one is secondary. 
B)  One is primary and one is tertiary. 
C)  Both are primary. 
D)  Neither is primary.

Question 13

What is the geometry at the OH-bearing carbon atom of all alcohols?

Accepted Answer

A)  linear 
B)  tetrahedral 
C)  trigonal planar 
D)  none of these 
A)  linear 
B)  tetrahedral 
C)  trigonal planar 
D)  none of these

Question 14

Which of the products listed below can be obtained from the reaction of the following alcohol with sodium dichromate in aqueous sulfuric acid?

Accepted Answer

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

Question 15

Which of the following correctly gives the order of boiling points for the molecules pentanol, ethyl propyl ether, and hexane?

Accepted Answer

A)  hexane > ethyl propyl ether > pentanol 
B)  hexane > pentanol > ethyl propyl ether 
C)  pentanol > ethyl propyl ether > hexane 
D)  pentanol > hexane > ethyl propyl ether 
A)  hexane > ethyl propyl ether > pentanol 
B)  hexane > pentanol > ethyl propyl ether 
C)  pentanol > ethyl propyl ether > hexane 
D)  pentanol > hexane > ethyl propyl ether

Question 16

Which of the following describes the products formed by the dehydration of 2,2,4,4-tetramethyl-3-pentanol?

Accepted Answer

A)  2,2,4,4-tetramethyl-2-pentene is the only product. 
B)  2,2,4,4-tetramethyl-3-pentene is the only product. 
C)  2,2,4,4-tetramethyl-4-pentene is the only product. 
D)  There is no product, since 2,2,4,4-tetramethyl-3-pentanol does not undergo dehydration. 
A)  2,2,4,4-tetramethyl-2-pentene is the only product. 
B)  2,2,4,4-tetramethyl-3-pentene is the only product. 
C)  2,2,4,4-tetramethyl-4-pentene is the only product. 
D)  There is no product, since 2,2,4,4-tetramethyl-3-pentanol does not undergo dehydration.

Question 17

Which of the following is the major product obtained from the dehydration of 2,3-dimethyl-3-pentanol?

Accepted Answer

A)  2-isopropyl-2-butene 
B)  2,3-dimethyl-2-pentene 
C)  3,4-dimethyl-2-pentene 
D)  none of these 
A)  2-isopropyl-2-butene 
B)  2,3-dimethyl-2-pentene 
C)  3,4-dimethyl-2-pentene 
D)  none of these

Question 18

Which of the following statements is true?

Accepted Answer

A)  All diols are glycols. 
B)  All glycols contain both a primary and a secondary alcohol. 
C)  All glycols are diols. 
D)  All glycols must have at least three carbon atoms. 
A)  All diols are glycols. 
B)  All glycols contain both a primary and a secondary alcohol. 
C)  All glycols are diols. 
D)  All glycols must have at least three carbon atoms.

Question 19

What is the smallest number of hydrogen atoms which can be found in a noncyclic ether?

Accepted Answer

A)  3 
B)  6 
C)  8 
D)  10 
A)  3 
B)  6 
C)  8 
D)  10

Question 20

Which of the following is a complete and correct IUPAC name?

Accepted Answer

A)  1-isopropyl-3-cyclohexanol 
B)  3-isopropyl-1-cyclohexanol 
C)  3-isopropylcyclohexanol 
D)  cis-3-isopropylcyclohexanol 
A)  1-isopropyl-3-cyclohexanol 
B)  3-isopropyl-1-cyclohexanol 
C)  3-isopropylcyclohexanol 
D)  cis-3-isopropylcyclohexanol

Exam 14: Alcohols, Ethers, and Thiols

Which of the following alcohols is most soluble in water?

What is the color of pure ethylene glycol?

Given that in stable diols the two hydroxyl groups are not attached to the same carbon atom, which of the following is the molecular formula of a stable diol in which both alcohol functional groups are tertiary?

What is the approximate strength of a hydrogen bond in alcohols?

What is the IUPAC name of isobutyl mercaptan?

Examine the structures represented by the following models. Atoms other than carbon and hydrogen are indicated by the element symbol. A B C -Which can participate in hydrogen bonding with like molecules?

What is the smallest number of carbon atoms which can be found in an unsymmetrical ether that contains only C, H and a single O atom?

Examine the structures represented by the following models. Atoms other than carbon and hydrogen are indicated by the element symbol. A B C -Which is classified as a thiol?

What are the approximate bond angles at the OH-bearing carbon atom of all alcohols?

Which of the following correctly gives the order of boiling points for the molecules hexane, pentanol, and ethoxypropane?

Which of the following is a glycol?

Which of the following is true of the alcohol functional groups in 2-methyl-1,2-propanediol?

What is the geometry at the OH-bearing carbon atom of all alcohols?

Which of the products listed below can be obtained from the reaction of the following alcohol with sodium dichromate in aqueous sulfuric acid?

Which of the following correctly gives the order of boiling points for the molecules pentanol, ethyl propyl ether, and hexane?

Which of the following describes the products formed by the dehydration of 2,2,4,4-tetramethyl-3-pentanol?

Which of the following is the major product obtained from the dehydration of 2,3-dimethyl-3-pentanol?

Which of the following statements is true?

What is the smallest number of hydrogen atoms which can be found in a noncyclic ether?

Which of the following is a complete and correct IUPAC name?

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