Deck 11: Alcohols and Ethers

Question 1

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Answer 1

diastereomers.

Question 2

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Answer 2

diastereomers.

Question 3

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Answer 3

enantiomers.

Question 4

What is the relationship between alcohols I and II? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 5

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 6

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 7

What is the relationship between alcohols I and II? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 8

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 9

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 10

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 11

What is the relationship between alcohols I and II? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 12

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 13

What is the relationship between alcohols I and II? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 14

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 15

What is the relationship between alcohols I and II? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 16

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 17

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 18

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 19

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 20

What is the relationship between alcohols I and II? They are:

A)different conformations of the same compound.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 21

What is the relationship between (1R,2S)-2-methylcyclopentanol and (1S,2R)-2-methylcyclopentanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 22

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 23

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 24

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 25

Which of the following can be described as "optically active,primary alcohol"?

A)CH₃CH₂CH₂CH₂CH₂OH
B)(CH₃)₂CHCH₂CH₂OH
C)CH₃CH₂CH(CH₃)CH₂OH
D)(CH₃)₂CHCHOHCH₃
E)Two of these choices.

Question 26

What is a correct IUPAC name for the following compound?

A)1,2-butanediol
B)isopropanol
C)1-propanol
D)1,2-propanediol
E)ethylene glycol

Question 27

A correct IUPAC name for isobutyl alcohol is:

A)2-Methyl-1-propanol
B)2-Methyl-1-butanol
C)1-Methyl-1-propanol
D)1,1-Dimethyl-1-ethanol
E)3-Methyl-1-propanol

Question 28

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 29

What is the relationship between (1S,3R)-3-methylcyclohexanol and (1R,2R)-2-methylcyclohexanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 30

What is the relationship between (1R,2S)-2-methylcycloheptanol and (1S,2R)-2-methylcycloheptanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 31

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 32

What is the relationship between (1S,2R)-2-methylcyclohexanol and (1R,2S)-2-methylcyclohexanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 33

What is the correct IUPAC name for the following compound?

A)3-methyl-4-ethyl-3-hexen-6-ol
B)4-ethyl-3-methyl-3,6-hexenol
C)3-ethyl-4-methyl-3-hexen-1-ol
D)3-methyl-4-(2-hydroxyethyl)-3-hexene
E)3-(2-hydroxyethyl)- 3-methyl-3-hexene

Question 34

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 35

What is the correct IUPAC name for the following compound?

A)4-isopropyl-3,4-dimethyl-2-butanol
B)2,3,4-trimethyl-4-pentanol
C)1,1,2,3-tetramethyl-4-pentanol
D)3,4,5-trimethyl-2-hexanol
E)3,4,5,5-tetramethyl-2-pentanol

Question 36

What is the relationship between (1R,2R)-2-methylcyclohexanol and (1R,2S)-2-methylcyclohexanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 37

The IUPAC name of compound is:

A)1,1,1-Triethylmethanol
B)1,1-Diethyl-1-propanol
C)2-Ethyl-3-pentanol
D)3-Ethyl-3-pentanol
E)tert-Heptanol

Question 38

What is the relationship between (1R,2S)-2-methylcycloheptanol and (1R,2R)-2-methylcycloheptanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 39

What is the relationship between alcohols I and II? They are:

A)conformers.
B)constitutional isomers.
C)enantiomers.
D)diastereomers.
E)identical.

Question 40

What is the relationship between (1R,2S)-2-methylcyclopentanol and (1S,2S)-2-methylcyclopentanol? They are:

A)constitutional isomers.
B)enantiomers.
C)conformers
D)diastereomers.
E)identical.

Question 41

is properly named:

A)1,3-Cycloheptanediol
B)1,4-Cycloheptanediol
C)(1R,3R)-1,3-Cycloheptanediol
D)(1R,3S)-1,3-Cycloheptanediol
E)(1S,3S)-1,3-Cycloheptanediol

Question 42

What is a correct IUPAC name for the following compound?

A)1,2-butanediol
B)isopropanol
C)1-propanol
D)propylene glycol
E)1,2-ethanediol

Question 43

is properly named:

A)cis-1,2-Cyclohexanediol
B)meso-1,2-Cyclohexanediol
C)(1R,2R)-1,2-Cyclohexanediol
D)(1R,2S)-1,2-Cyclohexanediol
E)(1S,2S)-1,2-Cyclohexanediol

Question 44

is properly named:

A)1,2-Cyclohexanediol
B)1,6-Cyclohexanediol
C)(1R,2R)-1,2-Cyclohexanediol
D)(1R,2S)-1,2-Cyclohexanediol
E)(1S,2S)-1,2-Cyclohexanediol

Question 45

is properly named:

A)1,2-Cyclopentanediol
B)1,5-Cyclopentanediol
C)(1R,2R)-1,2-Cyclopentanediol
D)(1R,2S)-1,2-Cyclopentanediol
E)(1S,2S)-1,2-Cyclopentanediol

Question 46

is properly named:

A)cis-1,2-Cyclohexanediol
B)meso-1,2-Cyclohexanediol
C)(1R,2R)-1,2-Cyclohexanediol
D)(1R,2S)-1,2-Cyclohexanediol
E)(1S,2S)-1,2-Cyclohexanediol

Question 47

is properly named:

A)cis-1,2-Cyclohexanediol
B)meso-1,2-Cyclohexanediol
C)(1R,2R)-1,2-Cyclohexanediol
D)(1R,2S)-1,2-Cyclohexanediol
E)(1S,2S)-1,2-Cyclohexanediol

Question 48

Which of these,though often used,is an incorrect common name for (CH₃)₃COH?

A)tert-Butyl alcohol
B)tert-Butanol
C)2-Methyl-2-propanol
D)More than one is incorrect.
E)Each is a correct name.

Question 49

A correct name for the following Fischer projection formula is:

A)(R)-3-Pentyn-2-ol
B)(S)-3-Pentyn-2-ol
C)(R)-2-Pentyn-4-ol
D)(S)-2-Pentyn-4-ol
E)(S)-2-Hydroxy-3-pentyne

Question 50

is properly named:

A)1,2-Cyclohexanediol
B)1,6-Cyclohexanediol
C)(1R,2R)-1,2-Cyclohexanediol
D)(1R,2S)-1,2-Cyclohexanediol
E)(1S,2S)-1,2-Cyclohexanediol

Question 51

is properly named:

A)cis-1,2-Cyclopentanediol
B)meso-1,2-Cyclopentanediol
C)(1R,2R)-1,2-Cyclopentanediol
D)(1R,2S)-1,2-Cyclopentanediol
E)(1S,2S)-1,2-Cyclopentanediol

Question 52

Select the structure of benzyl methyl ether.

A)I
B)II
C)III
D)IV
E)V

Question 53

is properly named:

A)1,4-Cycloheptanediol
B)1,5-Cycloheptanediol
C)(1R,4R)-1,4-Cycloheptanediol
D)(1R,4S)-1,4-Cycloheptanediol
E)(1S,4S)-1,4-Cycloheptanediol

Question 54

The correct IUPAC substitutive name for is:

A)4-Penten-2-methyl-2-ol
B)4-Methyl-1-penten-2-ol
C)2-Methyl-4-penten-2-ol
D)4-Methyl-1-penten-4-ol
E)4-Hydroxy-4-methyl-1-pentene

Question 55

The correct IUPAC name for tert-butyl alcohol is:

A)1-Butanol
B)2-Methyl-1-propanol
C)2-Methyl-2-propanol
D)2-Butanol
E)1,1-Dimethyl-1-ethanol

Question 56

is properly named:

A)1,3-Cyclopentanediol
B)1,4-Cyclopentanediol
C)(1R,3R)-1,3-Cyclopentanediol
D)(1R,3S)-1,3-Cyclopentanediol
E)(1S,3S)-1,3-Cyclopentanediol

Question 57

2,2-Dimethyl-1-propanol has the common name:

A)Isoamyl alcohol
B)Isopentyl alcohol
C)tert-Pentyl alcohol
D)Neopentyl alcohol
E)2-Methylisobutyl alcohol

Question 58

Which is a correct IUPAC name for CH₃CH₂OCH₂CH₂CH₂OCH₂CH₃?

A)1,4-Dioxane
B)Ethylene glycol diethyl ether
C)1,3-Diethoxypropane
D)1,2-Diethoxyethane
E)1,2-Diethoxymethane

Question 59

is properly named:

A)1,2-Cyclohexanediol
B)1,6-Cyclohexanediol
C)(1R,2R)-1,2-Cyclohexanediol
D)(1R,2S)-1,2-Cyclohexanediol
E)(1S,2S)-1,2-Cyclohexanediol

Question 60

Which of these,though often used,is an incorrect common name for CH₃CHOHCH₃?

A)Isopropyl alcohol
B)sec-Propyl alcohol
C)2-Propanol
D)Isopropanol
E)More than one of these choices.

Question 61

The total number of ethers corresponding to the formula C₅H₁₂O,counting stereoisomers separately,is:

A)4
B)5
C)6
D)7
E)8

Question 62

The number of secondary alcohols corresponding to the formula C₅H₁₂O,counting stereoisomers separately,is:

A)1
B)2
C)3
D)4
E)5

Question 63

The total number of secondary alcohols corresponding to the formula C₆H₁₄O,counting stereoisomers separately,is:

A)6
B)8
C)10
D)12
E)14

Question 64

Which compound would have the lowest boiling point?

A)CH₃CH₂CH₂CH₃
B)CH₃CH₂OCH₂CH₃
C)CH₃CH₂CH₂OH
D)(CH₃)₂CHOH
E)HOCH₂CH₂OH

Question 65

is properly named:

A)2-butanol
B)cyclobutanol
C)bicyclo[1.1.1]butan-2-ol
D)bicyclo[1.1.0]butan-2-ol
E)bicyclo[1.1.0]butan-1-ol

Question 66

is properly named:

A)bicyclo[2.2.1]heptan-6-ol
B)bicyclo[2.2.2]heptan-2-ol
C)bicyclo[2.2.1]heptan-2-ol
D)bicyclo[2.2.1]heptan-7-ol
E)bicyclo[1.2.2]heptan-7-ol

Question 67

What is the total number of pentyl alcohols,including stereoisomers?

A)7
B)8
C)9
D)10
E)11

Question 68

The number of optically active pentyl alcohols (C₅H₁₁OH),i.e.,the total number of individual enantiomers,is:

A)0
B)2
C)3
D)4
E)6

Question 69

Which of the compounds listed below would you expect to have the highest boiling point? (They all have approximately the same molecular weight.)

A)CH₃CH₂CH₂CH₂CH₃
B)CH₃CH₂CH₂CH₂OH
C)CH₃CH₂CH₂OCH₃
D)CH₃CH₂CH₂Cl
E)CH₃CH₂OCH₂CH₃

Question 70

The total number of primary alcohols corresponding to the formula C₆H₁₄O,ignoring stereoisomers,is:

A)4
B)5
C)6
D)7
E)18

Question 71

The number of primary alcohols corresponding to the formula C₅H₁₂O,counting stereoisomers separately,is:

A)1
B)2
C)3
D)4
E)5

Question 72

is properly named:

A)(S)-bicyclo[1.1.1]octan-2-ol
B)(S)-bicyclo[2.2.2]octan-2-ol
C)(R)-bicyclo[2.2.2]octan-2-ol
D)(S)-bicyclo[2.2.2]octan-1-ol
E)(S)-bicyclo[2.2.1]octan-2-ol

Question 73

Which compound would have the highest boiling point?

A)CH₃CH₂CH₂CH₃
B)CH₃CH₂OCH₃
C)CH₃CH₂CH₂OH
D)(CH₃)₂CHOH
E)HOCH₂CH₂OH

Question 74

The number of tertiary alcohols corresponding to the formula C₅H₁₂O,counting stereoisomers separately,is:

A)1
B)2
C)3
D)4
E)5

Question 75

The total number of secondary alcohols corresponding to the formula C₆H₁₄O,ignoring stereoisomers,is:

A)2
B)4
C)6
D)8
E)10

Question 76

is properly named:

A)bicyclo[1.1.1]pentan-2-ol
B)cyclopentanol
C)1-pentanol
D)bicyclo[1.1.0]pentan-2-ol
E)bicyclo[1.1.0]pentan-1-ol

Question 77

The total number of secondary alcohols corresponding to the formula C₄H₁₀O,counting stereoisomers separately,is:

A)1
B)2
C)3
D)4
E)No secondary alcohols can be made from this formula

Question 78

The total number of primary alcohols corresponding to the formula C₆H₁₄O,counting stereoisomers separately,is:

A)2
B)4
C)6
D)8
E)10

Question 79

What is the most accurate name for the molecule represented by the following Fischer projection formula?

A)sec-Butyl methyl ether
B)Isobutyl methyl ether
C)tert-Butyl methyl ether
D)(R)-2-Methoxybutane
E)(S)-2-Methoxybutane

Question 80

is properly named:

A)(S)-bicyclo[1.1.1]octan-2-ol
B)(S)-bicyclo[2.2.2]octan-2-ol
C)(R)-bicyclo[2.2.2]octan-2-ol
D)(S)-bicyclo[2.2.2]octan-1-ol
E)(S)-bicyclo[2.2.1]octan-2-ol