Deck 3: An Introduction to Organic Compounds Nomenclature, Physical Properties, and Structure
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Deck 3: An Introduction to Organic Compounds Nomenclature, Physical Properties, and Structure
1
How many of the nine constitutional isomers of heptane lack a secondary carbon?
A) 0
B) 1
C) 2
D) 3
E) 4
A) 0
B) 1
C) 2
D) 3
E) 4
1
2
Which of the following names is correct? 
A) 2-bromo-5-ethylhexane
B) 2-ethyl-5-bromohexane
C) 5-ethyl-2-bromohexane
D) 2-bromo-5-methylheptane
E) 5-methyl-2-bromoheptane

A) 2-bromo-5-ethylhexane
B) 2-ethyl-5-bromohexane
C) 5-ethyl-2-bromohexane
D) 2-bromo-5-methylheptane
E) 5-methyl-2-bromoheptane
2-bromo-5-methylheptane
3
Choose the best name for the following compound.

A) dimethoxyethyl ether
B) dimethoxyethane
C) 1,2-dimethoxyethane
D) 1,3-dioxobutane
E) 2-methoxyethyl methyl ether

A) dimethoxyethyl ether
B) dimethoxyethane
C) 1,2-dimethoxyethane
D) 1,3-dioxobutane
E) 2-methoxyethyl methyl ether
1,2-dimethoxyethane
4
Choose the best name for the following compound. 
A) 1-ethyl-2-methylcyclopentanol
B) 1-ethyl-2-methyl-3-cyclopentanol
C) 3-methyl-4-ethylcyclopentanol
D) 4-ethyl-3-methylcyclopentanol
E) 3-ethyl-4-methylcyclopentanol

A) 1-ethyl-2-methylcyclopentanol
B) 1-ethyl-2-methyl-3-cyclopentanol
C) 3-methyl-4-ethylcyclopentanol
D) 4-ethyl-3-methylcyclopentanol
E) 3-ethyl-4-methylcyclopentanol
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5
Choose the best name for the following compound.

A) N,N,N-diethylisopropylamine
B) N,N-diethyl-2-propanamine
C) diethyl-2-propanamine
D) diethyl-N-propanamine
E) N,N-diethylpropylamine

A) N,N,N-diethylisopropylamine
B) N,N-diethyl-2-propanamine
C) diethyl-2-propanamine
D) diethyl-N-propanamine
E) N,N-diethylpropylamine
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6
Which of the following is a tertiary amine?
A)
B)
C)
D)
E)
A)

B)

C)

D)

E)

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7
Which of the following trimethylcyclohexanes has the most stable chair conformer?
A)
B)
C)
D)
E)
A)

B)

C)

D)

E)

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8
Which of the following dimethylcyclohexanes has the most stable chair conformer?
A)
B)
C)
D)
E)
A)

B)

C)

D)

E)

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9
Why, primarily, does tetrahydrofuran (THF, bp 66 °C) have a higher boiling point than cyclopentane (bp 49 °C)? 
A) increased London dispersion forces
B) hydrogen bonding
C) increased mass
D) decreased London dispersion forces
E) dipole-dipole interactions

A) increased London dispersion forces
B) hydrogen bonding
C) increased mass
D) decreased London dispersion forces
E) dipole-dipole interactions
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10
Rank the alcohols, all of similar molecular mass, in order of decreasing boiling point.
1 CH3CH2CH2CH2OH
2 CH3CH2(CH3)CHOH
3 (CH3)3COH
4 HOCH2CH2CH2OH
A) 1>2>3>4
B) 4>3>2>1
C) 3>2>1>4
D)4>1>2>3
E) 1>2>4>3
1 CH3CH2CH2CH2OH
2 CH3CH2(CH3)CHOH
3 (CH3)3COH
4 HOCH2CH2CH2OH
A) 1>2>3>4
B) 4>3>2>1
C) 3>2>1>4
D)4>1>2>3
E) 1>2>4>3
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