Deck 14: Organic Compounds That Contain Oxygen, Halogen, or Sulfur

Question 1

What is the IUPAC name of the compound below?

A)2, 2-dimethyl-3-propanol
B)2, 2-dimethyl-1-propanol
C)3, 3-dimethyl-1-butanol
D)2, 2-dimethyl-4-butanol

Answer 1

B

Question 2

What is the IUPAC name of the compound below?

A)1-pentanol
B)phenol
C)cyclo-1-pentol
D)cyclopentanol

Answer 2

D

Question 3

What is the structure of 1-chloro-3-ethyl-2-heptanol?

A)
B)
C)
D)

Answer 3

C

Question 4

What is the functional group in thiols?

A)sulfide group
B)sulfate group
C)sulfhydryl group
D)sulfite group

Question 5

What is the structure of 1-chloro-3-ethyl-2-heptanol?

A)
B)
C)
D)

Question 6

What is/are the carbonyl product(s)formed when the alcohol below is oxidized with K₂Cr₂O₇?

A)CH₃(CH₂)₄COOH
B)
C)
D) then
E)No reaction occurs.

Question 7

What is the shape around the oxygen atom in an alcohol?

A)tetrahedral
B)trigonal pyramidal
C)trigonal planar
D)bent
E)linear

Question 8

Which is a primary alcohol?

A)
B)
C)
D)

Question 9

What reagent is commonly used for alcohol dehydration?

A)K₂Cr₂O₇
B)H₂SO₄
C)Cl₂
D)H₂O

Question 10

Which is a primary alcohol?

A)
B)
C)
D)

Question 11

How many products are possible from the dehydration of the alcohol below?

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

Question 12

Which is a secondary alcohol?

A)
B)
C)
D)
E)More than one of the compounds above is a secondary alcohol.

Question 13

Which alcohol is most soluble in water?

A)(CH₃)₂CHCH₂OH
B)CH₃CH₂CH₂CH₂CH₂CH₂CH₂OH
C)CH₃(CH₂)₁₀CH₂OH
D)All alcohols are soluble in water.

Question 14

The molecule below is classified as what type of alcohol?

A)secondary alcohol
B)primary alcohol
C)tertiary alcohol

Question 15

What alcohol would be oxidized to form the compound below?

A)CH₃(CH₂)₅CH₂OH
B)
C)
D)

Question 16

What is the major product of the dehydration of the compound below?

A)
B)
C)
D)

Question 17

How many products, including stereoisomers, are possible from the dehydration of the alcohol below?

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

Question 18

The molecule below is classified as what type of alcohol?

A)secondary alcohol
B)primary alcohol
C)tertiary alcohol

Question 19

What is/are the carbonyl product(s)formed when the alcohol below is oxidized with K₂Cr₂O₇?

A)
B)
C)
D) then
E)No reaction occurs.

Question 20

What is the IUPAC name of the compound below?

A)2, 2-dimethyl-3-propanol
B)2, 2-dimethyl-1-propanol
C)3, 3-dimethyl-1-butanol
D)2, 2-dimethyl-4-butanol

Question 21

What is the common name of CH₃(CH₂)₂-O-(CH₂)₂CH₃?

A)propyl propyl ether
B)dipropyl ether
C)dibutyl ether
D)butyl butyl ether
E)butyl propyl ether

Question 22

Which compound has the highest boiling point?

A)BrCH₂CH₂CH₂CH₃
B)FCH₂CH₂CH₂CH₂CH₃
C)FCH₂CH₂CH₂CH₃
D)ClCH₂CH₂CH₂CH₂CH₃
E)ICH₂CH₂CH₂CH₂CH₃

Question 23

What type of product results from the reaction shown below?

A)a cyclic carboxylic acid
B)a primary alcohol
C)a cyclic ketone
D)an ether

Question 24

Which compound has the highest boiling point?

A)
B)
C)
D)
E)

Question 25

Which compound is a secondary alkyl halide?

A)
B)
C)
D)
E)More than one of the above compounds is a secondary alkyl halide.

Question 26

Which compound has the highest boiling point?

A)CH₃(CH₂)₄CH₂OH
B)CH₃(CH₂)₂O(CH₂)₂CH₃
C)CH₃(CH₂)₅CH₃
D)All of the compounds above have the same boiling point.

Question 27

What is the IUPAC name of the compound shown below?

A)heptyl methyl pentyl ether
B)nonyl pentyl ether
C)8-pentoxynonane
D)2-nonyl pentyl ether
E)2-pentoxynonane

Question 28

What is the common name of the compound below? CH₃CH₂CH₂CH₂CH₂I

A)pentyl iodide
B)5-iodopentane
C)hexyl iodide
D)iodyl pentane

Question 29

Which is an example of an ether?

A)
B)
C)
D)
E)None of the above structures is an ether.

Question 30

Which statement concerning chlorofluorocarbons (CFCs)is not true?

A)CFCs are simple halogen-containing compounds having the general molecular formula CF_xCl_{4 - x}.
B)CFCs are manufactured under the trade name Freons.
C)CFCs are inert and nontoxic.
D)CFCs are currently used as refrigerants, solvents, and aerosol propellants in the United States.
E)CFCs are decomposed by sunlight, forming highly reactive intermediates that have been shown to destroy the ozone layer.

Question 31

What is the common name of the compound below?

A)pentyl iodide
B)5-iodopentane
C)hexyl iodide
D)iodyl pentane

Question 32

Which compound has the lowest boiling point?

A)BrCH₂CH₂CH₂CH₃
B)FCH₂CH₂CH₂CH₂CH₃
C)FCH₂CH₂CH₂CH₃
D)ClCH₂CH₂CH₂CH₂CH₃
E)ICH₂CH₂CH₂CH₂CH₃

Question 33

What is the structure of methoxycyclobutane?

A)
B)
C)
D)

Question 34

What is the structure of 1, 1, 2-trichloroethane?

A)
B)
C)
D)More than one of the structures is 1, 1, 2-trichloroethane.

Question 35

Which compound has the lowest boiling point?

A)CH₃(CH₂)₄CH₂OH
B)CH₃(CH₂)₄CH₃
C)CH₃(CH₂)₄CH₂SH
D)CH₃(CH₂)₄CH₂OH and CH₃(CH₂)₄CH₂SH have the same boiling point and the boiling point is lower than that of CH₃(CH₂)₄CH₃.

Question 36

What is the structure of 1, 1, 2-trichloroethane?

A)
B)
C)
D)More than one of the structures is 1, 1, 2-trichloroethane.

Question 37

Which compound has the lowest boiling point?

A)
B)
C)
D)
E)

Question 38

What product is formed when CH₃CH₂CH₂CH₂-SH is oxidized?

A)
B)CH₃CH₂CH₂CH₂-S-S-CH₂CH₂CH₂CH₃
C)
D)CH₃CH₂CH₂CH₂-S-CH₂CH₂CH₂CH₃

Question 39

What is the IUPAC name of the compound below?

A)3, 6-diethyl-3-methyl-8-decathiol
B)3, 6-diethyl-3-methyl-8-decanethiol
C)5, 8-diethyl-8-methyl-5-decanethiol
D)5, 8-diethyl-8-methyl-5-decathiol
E)3-butyl-6-ethyl-6-methyl-3-octanethiol

Question 40

Which alcohol can be dehydrated with sulfuric acid to form the alkene below?

A)
B)
C)
D)Dehydration of more than one of the compounds above produces the desired product.

Question 41

Which compound is a secondary alkyl halide?

A)
B)
C)
D)
E)More than one of the above compounds is a secondary alkyl halide.

Question 42

Which statement concerning the compound shown below is incorrect?

A)It is a tertiary alcohol.
B)Its molecular formula is C₆H₁₄O.
C)Its name is 2-methyl-2-pentanol.
D)It can be oxidized to give a ketone.

Question 43

Which compound can be oxidized to a carboxylic acid?

A)
B)
C)
D)

Question 44

Alcohol dehydration reactions are important biological reactions. For example, 2-phosphogylcerate undergoes dehydration in the glycolysis pathway to produce phosphoenolpyruvate. Which structure represents the product that results when 2-phosphoglycerate is dehydrated?

A)
B)
C)
D)

Question 45

What is the IUPAC name of the compound below?

A)2, 6-dihydroxytoluene
B)1-methyl-2, 6-cyclohexanediol
C)2-methyl-1, 3-cyclohexanediol
D)2-methyl-3-hydroxyphenol

Question 46

Primary (1°)alcohols are first oxidized to aldehydes (RCHO), which are further oxidized to carboxylic acids (RCOOH).

Question 47

What dithiol is formed when the cyclic disulfide shown below is reduced?

A)
B)
C)
D)

Question 48

Lactic acid gives milk its sour taste. What product is formed when lactic acid is oxidized?

A)
B)
C)
D)

Question 49

When ethanol (CH₃CH₂OH)is ingested, it is oxidized in the liver first to acetaldehyde by alcohol dehydrogenase, and then to acetic acid by aldehyde dehydrogenase.

Question 50

The oxidation of CH₃CH₂OH with K₂Cr₂O₇ was the first method used for the routine testing of alcohol concentration in exhaled air.

Question 51

Which statement best describes the changes that occurred in the reactant in forming the alkene product?

A)An H atom and an OH group have been removed from the reactant.
B)The OH group was removed from the reactant.
C)The OH group was replaced by an H atom.
D)Two H atoms were removed from the reactant.

Question 52

Which compound is a glycol?

A)
B)
C)
D)

Question 53

Which compound can be oxidized to a carboxylic acid?

A)
B)
C)
D)

Question 54

What dithiol is formed when the cyclic disulfide shown below is reduced?

A)
B)
C)
D)

Question 55

What product forms when the following disulfide is reduced?

A)
B)
C)
D)

Question 56

Secondary (2°)alcohols are first oxidized to aldehydes (RCHO), which are further oxidized to ketones (RCOR).

Question 57

Lactic acid gives milk its sour taste. What product is formed when lactic acid is oxidized?

A)
B)
C)
D)

Question 58

Which statement concerning the compound shown below is incorrect?

A)It is a tertiary alcohol.
B)Its molecular formula is C₆H₁₄O.
C)Its name is 2-methyl-2-pentanol.
D)It can be oxidized to give a ketone.

Question 59

Which compound is a glycol?

A)
B)
C)
D)

Question 60

Alcohol dehydration reactions are important biological reactions. For example, 2-phosphogylcerate (shown below)undergoes dehydration in the glycolysis pathway to produce phosphoenolpyruvate. Which structure represents the product that results when 2-phosphoglycerate is dehydrated?

A)
B)
C)
D)

Question 61

CHCl₂F is classified as a CFC.

Question 62

The alcohol shown below can be oxidized with K₂Cr₂O₇ to give the indicated product.

Question 63

Propyl bromide is a primary alkyl halide.

Question 64

Two ether molecules can form hydrogen bonds with each other.

Question 65

The alcohol shown below can be oxidized with K₂Cr₂O₇ to give the indicated product.

Question 66

Thiols have higher boiling points and melting points than alcohols having the same size and shape.

Question 67

Cyclopentanol has a higher boiling point than methylcyclopentane.

Question 68

The compound below is expected to be soluble in water.

Question 69

Alkyl halides are soluble in water when the alkyl group has less than five carbons.

Question 70

CH₃CH₂CH₂CH₂-S-S-CH₂CH₂CH₃ is an example of a disulfide compound.

Question 71

The IUPAC name of the compound below is 2-pentanol.

Question 72

Ethers have stronger intermolecular forces than alkanes but weaker intermolecular forces than alcohols.

Question 73

CH₃CH₂CH₂CH₂Cl has a higher melting point than CH₃CH₂CH₂CH₂Br.

Question 74

The two alcohols below are dehydrated with H₂SO₄ to give the same major product.

Question 75

The compound below is expected to be soluble in water.

Question 76

Antabuse, a drug given to alcoholics to prevent them from consuming alcoholic beverages, acts by interfering with the normal oxidation of ethanol. Antabuse inhibits the oxidation of ethanol to acetaldehyde.

Question 77

In the simple sugar D-glucose (structure shown), there are two primary -OH groups.

Question 78

Thiols are oxidized to sulfates.

Question 79

Ethers are organic compounds that have two alkyl groups bonded to an oxygen atom.

Question 80

The compound below is a secondary alkyl halide.