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

Question 1

What is the IUPAC name of the compound below?

A)2-propyl-2-butanol
B)2-methy-4-heptanol
C)2-ethyl-2-pentanol
D)3-methyl-3-hexanol

Answer 1

3-methyl-3-hexanol

Question 2

Which is a secondary alcohol?

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

Answer 2

Question 3

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.

Answer 3

No reaction occurs.

Question 4

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

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

Question 5

Which alcohol is most soluble in water?

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

Question 6

Which is a primary alcohol?

A)
B)
C)
D)

Question 7

What is the IUPAC name of the compound below?

A)1-pentanol
B)Phenol
C)Cyclo-1-pentol
D)Cyclopentanol

Question 8

What alcohol would be oxidized to form the compound below?

A)CH₃(CH₂)₅CH₂OH
B)
C)
D)

Question 9

What reagent is commonly used for alcohol dehydration?

A)K₂Cr₂O₇
B)H₂SO₄
C)Cl₂
D)H₂O

Question 10

What is the functional group in thiols?

A)Sulfide group
B)Sulfate group
C)Sulfhydryl group
D)Sulfite group

Question 11

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

A)
B)
C)
D)

Question 12

Which is a primary alcohol?

A)
B)
C)CH₃CH₂CH₂OH
D)

Question 13

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

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

Question 14

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 15

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

A)Tetrahedral
B)Trigonal pyramidal
C)Trigonal planar
D)Bent
E)Linear

Question 16

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 17

What is the structure of 3-methyl-4-propyl-3-octanol?

A)
B)
C)
D)

Question 18

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

A)
B)
C)
D)

Question 19

The molecule below is classified as what type of alcohol?

A)Secondary alcohol
B)Primary alcohol
C)Tertiary alcohol

Question 20

The molecule below is classified as what type of alcohol?

A)Secondary alcohol
B)Primary alcohol
C)Tertiary alcohol

Question 21

Which compound has the highest boiling point?

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

Question 22

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 produces the desired product.

Question 23

What product is formed when CH₃CH₂CH₂CH₂-SH is oxidized?

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

Question 24

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 have the same boiling point.

Question 25

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 26

Which compound has the lowest boiling point?

A)
B)
C)
D)
E)

Question 27

What is the structure of methoxycyclobutane?

A)
B)
C)
D)

Question 28

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 29

What is the common name of the compound below? CH₃CH₂CH₂CH₂Br

A)1-bromobutane
B)Butyl bromide
C)Pentyl bromide
D)Propyl bromide

Question 30

What is the structure of 1,2,4-trifluorocyclopentane?

A)
B)
C)
D)

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 is an example of an ether?

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

Question 33

Which compound has the highest boiling point?

A)CH₃CH₂CH₂Cl
B)CH₃CH₂CH₂OH
C)CH₃CH₂CH₂F
D)CH₃CH₂CH₂Br
E)CH₃CH₂CH₃

Question 34

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 35

Which compound has the lowest boiling point?

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

Question 36

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 37

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 38

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 39

Which compound is a secondary alkyl halide?

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

Question 40

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 41

Which compound is a secondary alkyl halide?

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

Question 42

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

A)
B)
C)
D)

Question 43

What products are formed when the disulfide shown below is reduced?

A)
B)
C)
D)

Question 44

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 45

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

Question 46

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 47

Benzyl alcohol is a colorless liquid with a gentle,pleasant aroma. What is the first product formed when benzyl alcohol is oxidized?

A)
B)
C)
D)

Question 48

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 49

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 50

Which compound is a glycol?

A)
B)
C)
D)

Question 51

Which structure represents the product that results when the given structure is dehydrated with H₂SO₄?

A)
B)
C)
D)

Question 52

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

Question 53

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 54

Which compound can be oxidized to a carboxylic acid?

A)
B)
C)
D)

Question 55

What dithiol is formed when the cyclic disulfide shown below 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

What product forms when the following disulfide is reduced?

A)
B)
C)
D)

Question 58

Which compound is a glycol?

A)
B)
C)
D)

Question 59

Which compound can be oxidized to a carboxylic acid?

A)
B)
C)
D)

Question 60

Which statement concerning the compound shown below is incorrect?

A)It is a secondary alcohol.
B)Its molecular formula is C₆H₁₂O.
C)Its name is phenol.
D)It can be oxidized to give a ketone.

Question 61

The compound below is a secondary alkyl halide.

Question 62

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

Question 63

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

Question 64

CHCl₂F is classified as a CFC.

Question 65

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

Question 66

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

Question 67

Cyclopentanol has a higher boiling point than methylcyclopentane.

Question 68

The compound below is expected to be soluble in water.

Question 69

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

Question 70

Propyl bromide is a primary alkyl halide.

Question 71

Thiols are oxidized to sulfates.

Question 72

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 73

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

Question 74

CH₃CH₂CH₂CH₂Cl has a higher melting point than CH₃CH₂CH₂CH₂Br.

Question 75

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

Question 76

Two ether molecules can form hydrogen bonds with each other.

Question 77

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

Question 78

The compound below is expected to be soluble in water.

Question 79

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

Question 80

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