Deck 2: Alkanes and Cycloakanes: Introduction to Hydrocarbons

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Question
Alkanes are characterized by the general molecular formula:

A) CnH2n2\mathrm{C}_{n} \mathrm{H}_{2 \mathrm{n}-2}
B) CnH2n\mathrm{C}_{n} \mathrm{H}_{2 n}
C) CnH2n+2\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+2}
D) CnH2n+4\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+4}
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Question
Cycloalkanes are characterized by the general molecular formula:

A) CnH2n2\mathrm{C}_{n} \mathrm{H}_{2 n-2}
B) CnH2n\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}}
C) CnH2n+2\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+2}
D) CnH2n+4\mathrm{C}_{n} \mathrm{H}_{2 n+4}
Question
The carbon-carbon sigma bond in ethane is formed by overlap of which two orbitals?

A) 2p2p2 p-2 p
B) spsp\mathrm{sp}-\mathrm{sp}
C) sp2sp2\mathrm{sp}^{2}-\mathrm{sp}^{2}
D) sp3sp3\mathrm{sp}^{3}-\mathrm{sp}^{3}
Question
What is the IUPAC name of the following?
<strong>What is the IUPAC name of the following?  </strong> A) 1-ethyl-4.4-dimethylcyclopentane B) 1-ethyl-3, 3-dimethylcyclopentane C) 3-ethyl-1, 1-dimethylcyclopentane D) 4-ethyl-1, 1-dimethylcyclopentane <div style=padding-top: 35px>

A) 1-ethyl-4.4-dimethylcyclopentane
B) 1-ethyl-3, 3-dimethylcyclopentane
C) 3-ethyl-1, 1-dimethylcyclopentane
D) 4-ethyl-1, 1-dimethylcyclopentane
Question
The CC\mathrm{C}-\mathrm{C} sigma bond in acetylene is formed by the overlap of which two orbitals?
HCCH\mathrm{H}-\mathrm{C} \equiv \mathrm{C}-\mathrm{H}

A) 2p2p2 \mathrm{p}-2 \mathrm{p}
B) spsp\mathrm{sp}-\mathrm{sp}
C) sp2sp2\mathrm{sp}^{2}-\mathrm{sp}^{2}
D) sp3sp3\mathrm{sp}^{3}-\mathrm{sp}^{3}
Question
Which of the following are constitutional isomers?
<strong>Which of the following are constitutional isomers?   </strong> A) I, II, and III B) I, III, and IV C) only I and III D) all are constitutional isomers. <div style=padding-top: 35px>

A) I, II, and III
B) I, III, and IV
C) only I and III
D) all are constitutional isomers.
Question
Arrange the following isomeric alkanes in order of increasing boiling point.
I. nn -heptane
II. 2,3-dimethylpentane
III. 2,2,3-trimethylbutane

A) I << II << III
B) II << III << I
C) III << I << II
D) III << II << I
Question
Which of the following has(have) a higher oxidation state of carbon than the carbon in formaldehyde, H2C=O\mathrm{H}_{2} \mathrm{C}=\mathrm{O} ?
I. CH3OH\mathrm{CH}_{3} \mathrm{OH}
II. HCO2H\mathrm{HCO}_{2} \mathrm{H}
III. H2CO3\mathrm{H}_{2} \mathrm{CO}_{3}

A) I
B) III
C) II and III
D) I, II, and III
Question
Carbon atoms 1,2 , and 3 in the following structure are classified, respectively, as
<strong>Carbon atoms 1,2 , and 3 in the following structure are classified, respectively, as  </strong> A) tertiary, primary, secondary. B) quaternary, primary, tertiary. C) quaternary, secondary, secondary. D) quaternary, secondary, tertiary. <div style=padding-top: 35px>

A) tertiary, primary, secondary.
B) quaternary, primary, tertiary.
C) quaternary, secondary, secondary.
D) quaternary, secondary, tertiary.
Question
The heats of combustion (ΔH)\left(-\Delta H^{\circ}\right) of heptane and 3,3-dimethypentane are 4,817 and 4,809 kJ/mol4,809 \mathrm{~kJ} / \mathrm{mol} , respectively. Which statement is true?

A) Heptane is 8 kJ/mol8 \mathrm{~kJ} / \mathrm{mol} more stable then 3,3-dimethylpentane.
B) 3,3-Dimethylpentane is 8 kJ/mol8 \mathrm{~kJ} / \mathrm{mol} more stable than heptane.
C) Stabilities cannot be compared since they are not isomers.
D) Stabilities cannot be compared since they give different combustion products.
Question
The reaction of acetylene with hydrogen gas is shown below. Which statements are true concerning the reaction?
HCCH+2H2Pd (cat.) H3CCH3\mathrm{H}-\mathrm{C} \equiv \mathrm{C}-\mathrm{H}+2 \mathrm{H}_{2} \xrightarrow{\mathrm{Pd} \text { (cat.) }} \mathrm{H}_{3} \mathrm{C}-\mathrm{CH}_{3}
I. Acetylene is oxidized to ethane.
II. Acetylene is reduced to ethane.
III. Carbon changes oxidation state from -1 to -3 .
IV. Hydrogen (from H2\mathrm{H}_{2} ) changes oxidation state from 0 to +1 .

A) I and III
B) II and IV
C) I, III, and IV
D) II, III, and IV
Question
How many moles of O2\mathrm{O}_{2} gas would be consumed in the complete combustion of 0.100 mole of C5H12\mathrm{C}_{5} \mathrm{H}_{12} ?

A) 0.100 mole O2\mathrm{O}_{2}
B) 0.400 mole O2\mathrm{O}_{2}
C) 0.800 mole O2\mathrm{O}_{2}
D) 1.60 mole21.60 \mathrm{~mole}_{2}
Question
What is the relationship between the two structures below?
<strong>What is the relationship between the two structures below?   </strong> A) identical structures B) resonance forms C) constitutional isomers D) different compounds with different compositions <div style=padding-top: 35px>

A) identical structures
B) resonance forms
C) constitutional isomers
D) different compounds with different compositions
Question
What is the IUPAC name of the following structure?
<strong>What is the IUPAC name of the following structure?  </strong> A) 3-propylpentane B) 3-ethylhexane C) 2-ethylheptane D) 4-ethylpentane <div style=padding-top: 35px>

A) 3-propylpentane
B) 3-ethylhexane
C) 2-ethylheptane
D) 4-ethylpentane
Question
What is the estimated CCC\mathrm{C}-\mathrm{C}-\mathrm{C} bond angle in the following structure?
 <strong>What is the estimated  \mathrm{C}-\mathrm{C}-\mathrm{C}  bond angle in the following structure?  </strong> A)  90^{\circ}  B)  109.5^{\circ}  C)  120^{\circ}  D)  180^{\circ}  <div style=padding-top: 35px>

A) 9090^{\circ}
B) 109.5109.5^{\circ}
C) 120120^{\circ}
D) 180180^{\circ}
Question
The sp3\mathrm{sp}^{3} orbitals of carbon in CH4\mathrm{CH}_{4} are formed from the

A) three 2p2 p orbitals.
B) 2 s2 \mathrm{~s} and one of the 2p2 \mathrm{p} orbitals.
C) 2 s2 \mathrm{~s} and two of the 2p2 \mathrm{p} orbitals.
D) 2 s2 \mathrm{~s} and the three 2p2 \mathrm{p} orbitals.
Question
What is the ClCCl\mathrm{Cl}-\mathrm{C}-\mathrm{Cl} bond angle in CCl4\mathrm{CCl}_{4} ?

A) 6060^{\circ}
B) 9090^{\circ}
C) 109.5109.5^{\circ}
D) 120120^{\circ}
Question
The carbon-carbon single bond in the following is formed by the overlap of which two orbitals?
H2C=CHCN\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{C} \equiv \mathrm{N}

A) spsp\mathrm{sp}-\mathrm{sp}
B) sp2sp\mathrm{sp}^{2}-\mathrm{sp}
C) sp2sp2\mathrm{sp}^{2}-\mathrm{sp}^{2}
D) sp2sp3\mathrm{sp}^{2}-\mathrm{sp}^{3}
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Deck 2: Alkanes and Cycloakanes: Introduction to Hydrocarbons
1
Alkanes are characterized by the general molecular formula:

A) CnH2n2\mathrm{C}_{n} \mathrm{H}_{2 \mathrm{n}-2}
B) CnH2n\mathrm{C}_{n} \mathrm{H}_{2 n}
C) CnH2n+2\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+2}
D) CnH2n+4\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+4}
CnH2n+2\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+2}
2
Cycloalkanes are characterized by the general molecular formula:

A) CnH2n2\mathrm{C}_{n} \mathrm{H}_{2 n-2}
B) CnH2n\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}}
C) CnH2n+2\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}+2}
D) CnH2n+4\mathrm{C}_{n} \mathrm{H}_{2 n+4}
CnH2n\mathrm{C}_{\mathrm{n}} \mathrm{H}_{2 \mathrm{n}}
3
The carbon-carbon sigma bond in ethane is formed by overlap of which two orbitals?

A) 2p2p2 p-2 p
B) spsp\mathrm{sp}-\mathrm{sp}
C) sp2sp2\mathrm{sp}^{2}-\mathrm{sp}^{2}
D) sp3sp3\mathrm{sp}^{3}-\mathrm{sp}^{3}
sp3sp3\mathrm{sp}^{3}-\mathrm{sp}^{3}
4
What is the IUPAC name of the following?
<strong>What is the IUPAC name of the following?  </strong> A) 1-ethyl-4.4-dimethylcyclopentane B) 1-ethyl-3, 3-dimethylcyclopentane C) 3-ethyl-1, 1-dimethylcyclopentane D) 4-ethyl-1, 1-dimethylcyclopentane

A) 1-ethyl-4.4-dimethylcyclopentane
B) 1-ethyl-3, 3-dimethylcyclopentane
C) 3-ethyl-1, 1-dimethylcyclopentane
D) 4-ethyl-1, 1-dimethylcyclopentane
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5
The CC\mathrm{C}-\mathrm{C} sigma bond in acetylene is formed by the overlap of which two orbitals?
HCCH\mathrm{H}-\mathrm{C} \equiv \mathrm{C}-\mathrm{H}

A) 2p2p2 \mathrm{p}-2 \mathrm{p}
B) spsp\mathrm{sp}-\mathrm{sp}
C) sp2sp2\mathrm{sp}^{2}-\mathrm{sp}^{2}
D) sp3sp3\mathrm{sp}^{3}-\mathrm{sp}^{3}
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6
Which of the following are constitutional isomers?
<strong>Which of the following are constitutional isomers?   </strong> A) I, II, and III B) I, III, and IV C) only I and III D) all are constitutional isomers.

A) I, II, and III
B) I, III, and IV
C) only I and III
D) all are constitutional isomers.
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7
Arrange the following isomeric alkanes in order of increasing boiling point.
I. nn -heptane
II. 2,3-dimethylpentane
III. 2,2,3-trimethylbutane

A) I << II << III
B) II << III << I
C) III << I << II
D) III << II << I
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8
Which of the following has(have) a higher oxidation state of carbon than the carbon in formaldehyde, H2C=O\mathrm{H}_{2} \mathrm{C}=\mathrm{O} ?
I. CH3OH\mathrm{CH}_{3} \mathrm{OH}
II. HCO2H\mathrm{HCO}_{2} \mathrm{H}
III. H2CO3\mathrm{H}_{2} \mathrm{CO}_{3}

A) I
B) III
C) II and III
D) I, II, and III
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9
Carbon atoms 1,2 , and 3 in the following structure are classified, respectively, as
<strong>Carbon atoms 1,2 , and 3 in the following structure are classified, respectively, as  </strong> A) tertiary, primary, secondary. B) quaternary, primary, tertiary. C) quaternary, secondary, secondary. D) quaternary, secondary, tertiary.

A) tertiary, primary, secondary.
B) quaternary, primary, tertiary.
C) quaternary, secondary, secondary.
D) quaternary, secondary, tertiary.
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10
The heats of combustion (ΔH)\left(-\Delta H^{\circ}\right) of heptane and 3,3-dimethypentane are 4,817 and 4,809 kJ/mol4,809 \mathrm{~kJ} / \mathrm{mol} , respectively. Which statement is true?

A) Heptane is 8 kJ/mol8 \mathrm{~kJ} / \mathrm{mol} more stable then 3,3-dimethylpentane.
B) 3,3-Dimethylpentane is 8 kJ/mol8 \mathrm{~kJ} / \mathrm{mol} more stable than heptane.
C) Stabilities cannot be compared since they are not isomers.
D) Stabilities cannot be compared since they give different combustion products.
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11
The reaction of acetylene with hydrogen gas is shown below. Which statements are true concerning the reaction?
HCCH+2H2Pd (cat.) H3CCH3\mathrm{H}-\mathrm{C} \equiv \mathrm{C}-\mathrm{H}+2 \mathrm{H}_{2} \xrightarrow{\mathrm{Pd} \text { (cat.) }} \mathrm{H}_{3} \mathrm{C}-\mathrm{CH}_{3}
I. Acetylene is oxidized to ethane.
II. Acetylene is reduced to ethane.
III. Carbon changes oxidation state from -1 to -3 .
IV. Hydrogen (from H2\mathrm{H}_{2} ) changes oxidation state from 0 to +1 .

A) I and III
B) II and IV
C) I, III, and IV
D) II, III, and IV
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12
How many moles of O2\mathrm{O}_{2} gas would be consumed in the complete combustion of 0.100 mole of C5H12\mathrm{C}_{5} \mathrm{H}_{12} ?

A) 0.100 mole O2\mathrm{O}_{2}
B) 0.400 mole O2\mathrm{O}_{2}
C) 0.800 mole O2\mathrm{O}_{2}
D) 1.60 mole21.60 \mathrm{~mole}_{2}
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13
What is the relationship between the two structures below?
<strong>What is the relationship between the two structures below?   </strong> A) identical structures B) resonance forms C) constitutional isomers D) different compounds with different compositions

A) identical structures
B) resonance forms
C) constitutional isomers
D) different compounds with different compositions
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14
What is the IUPAC name of the following structure?
<strong>What is the IUPAC name of the following structure?  </strong> A) 3-propylpentane B) 3-ethylhexane C) 2-ethylheptane D) 4-ethylpentane

A) 3-propylpentane
B) 3-ethylhexane
C) 2-ethylheptane
D) 4-ethylpentane
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15
What is the estimated CCC\mathrm{C}-\mathrm{C}-\mathrm{C} bond angle in the following structure?
 <strong>What is the estimated  \mathrm{C}-\mathrm{C}-\mathrm{C}  bond angle in the following structure?  </strong> A)  90^{\circ}  B)  109.5^{\circ}  C)  120^{\circ}  D)  180^{\circ}

A) 9090^{\circ}
B) 109.5109.5^{\circ}
C) 120120^{\circ}
D) 180180^{\circ}
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16
The sp3\mathrm{sp}^{3} orbitals of carbon in CH4\mathrm{CH}_{4} are formed from the

A) three 2p2 p orbitals.
B) 2 s2 \mathrm{~s} and one of the 2p2 \mathrm{p} orbitals.
C) 2 s2 \mathrm{~s} and two of the 2p2 \mathrm{p} orbitals.
D) 2 s2 \mathrm{~s} and the three 2p2 \mathrm{p} orbitals.
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17
What is the ClCCl\mathrm{Cl}-\mathrm{C}-\mathrm{Cl} bond angle in CCl4\mathrm{CCl}_{4} ?

A) 6060^{\circ}
B) 9090^{\circ}
C) 109.5109.5^{\circ}
D) 120120^{\circ}
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18
The carbon-carbon single bond in the following is formed by the overlap of which two orbitals?
H2C=CHCN\mathrm{H}_{2} \mathrm{C}=\mathrm{CH}-\mathrm{C} \equiv \mathrm{N}

A) spsp\mathrm{sp}-\mathrm{sp}
B) sp2sp\mathrm{sp}^{2}-\mathrm{sp}
C) sp2sp2\mathrm{sp}^{2}-\mathrm{sp}^{2}
D) sp2sp3\mathrm{sp}^{2}-\mathrm{sp}^{3}
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