Deck 2: Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules

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Question
The IUPAC name for [(CH3)3C]2CHCH3 is:

A) 1,1-di-tert-butylethane
B) 3-tert-butyl-2,2-dimethylbutane
C) 2,2,3,4,4-pentamethylpentane
D) 2,4,4-trimethylheptane
E) None of the above.
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Question
At room temperature,the various conformations of butane

A) do not interconvert with only the anti form present.
B) do not interconvert,but all forms are present.
C) interconvert slowly.
D) interconvert rapidly.
E) There is no way to determine if interconversion occurs.
Question
Which of the following contains the isobutyl group?

A) (CH3)2CHCH2Cl
B) (CH3)3CCl
C) CH3CH2CH(CH3)Cl
D) CH3CH2CH2CH2Cl
E) None of the above.
Question
The following represents what functional group? <strong>The following represents what functional group?  </strong> A) alcohol B) aldehyde C) carboxylic acid D) amide E) ketone <div style=padding-top: 35px>

A) alcohol
B) aldehyde
C) carboxylic acid
D) amide
E) ketone
Question
The following Newman projection represents which molecule? <strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>

A)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
What statement is true of the following energy diagram? <strong>What statement is true of the following energy diagram?  </strong> A) For irreversible reactions,product 1 will dominate. B) For reversible reactions,product 2 will dominate at equilibrium. C) For reversible reactions,equal amounts of 1 and 2 will be formed. D) For irreversible reactions,equal amounts of 1 and 2 will be formed. E) None of the above are true. <div style=padding-top: 35px>

A) For irreversible reactions,product 1 will dominate.
B) For reversible reactions,product 2 will dominate at equilibrium.
C) For reversible reactions,equal amounts of 1 and 2 will be formed.
D) For irreversible reactions,equal amounts of 1 and 2 will be formed.
E) None of the above are true.
Question
What is the correct IUPAC name for the following molecule? <strong>What is the correct IUPAC name for the following molecule?  </strong> A) 1,1,1,4-tetramethylhexane B) 4-ethyl-1,1,1-trimethylpentane C) 5-ethyl-2,2-dimethylhexane D) 3,6,6,6-tetramethylhexane E) 2,2,5-trimethylheptane <div style=padding-top: 35px>

A) 1,1,1,4-tetramethylhexane
B) 4-ethyl-1,1,1-trimethylpentane
C) 5-ethyl-2,2-dimethylhexane
D) 3,6,6,6-tetramethylhexane
E) 2,2,5-trimethylheptane
Question
What is the correct structure for tert-butyl bromide?

A)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
Which of the following contains the sec-butyl group?

A) (CH3)2CHCH2Cl
B) (CH3)3CCl
C) CH3CH2CH(CH3)Cl
D) CH3CH2CH2CH2Cl
E) None of the above.
Question
The following Newman projection corresponds to which molecule? <strong>The following Newman projection corresponds to which molecule?  </strong> A) pentane B) butane C) 3-ethylbutane D) hexane E) 3-methylpentane <div style=padding-top: 35px>

A) pentane
B) butane
C) 3-ethylbutane
D) hexane
E) 3-methylpentane
Question
Which isomer of C7H16 shown would have the highest boiling point?

A)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
What is the smallest alkane that is liquid at room temperature?

A) propane
B) butane
C) pentane
D) hexane
E) All are liquids.
Question
The following represents what functional group? <strong>The following represents what functional group?  </strong> A) amide B) thiol C) ketone D) nitrile E) amine <div style=padding-top: 35px>

A) amide
B) thiol
C) ketone
D) nitrile
E) amine
Question
What is the name given to the Newman projection of the butane conformation shown here? <strong>What is the name given to the Newman projection of the butane conformation shown here?  </strong> A) anti B) gauche C) staggered D) eclipsed E) skewed <div style=padding-top: 35px>

A) anti
B) gauche
C) staggered
D) eclipsed
E) skewed
Question
Rotation around the carbon-carbon bond of the molecule depicted by the following Newman projection requires how much energy? <strong>Rotation around the carbon-carbon bond of the molecule depicted by the following Newman projection requires how much energy?  </strong> A) 0 kcal/mol B) 3 kcal/mol C) 6 kcal/mol D) 9 kcal/mol E) 15 kcal/mol <div style=padding-top: 35px>

A) 0 kcal/mol
B) 3 kcal/mol
C) 6 kcal/mol
D) 9 kcal/mol
E) 15 kcal/mol
Question
What would be the correct name of the following? <strong>What would be the correct name of the following?  </strong> A) 3-(sec-pentyl)pentane B) 5-ethyl-4-methylheptane C) 3-(sec-butyl)hexane D) 3-ethyl-4-methylheptane E) 3-ethyl-4-propylpentane <div style=padding-top: 35px>

A) 3-(sec-pentyl)pentane
B) 5-ethyl-4-methylheptane
C) 3-(sec-butyl)hexane
D) 3-ethyl-4-methylheptane
E) 3-ethyl-4-propylpentane
Question
The following represents what functional group? <strong>The following represents what functional group?  </strong> A) ester B) ether C) alcohol D) thiol E) ketone <div style=padding-top: 35px>

A) ester
B) ether
C) alcohol
D) thiol
E) ketone
Question
Name the following functional group: <strong>Name the following functional group:  </strong> A) ester B) ketone C) alcohol D) carboxylic acid E) anhydride <div style=padding-top: 35px>

A) ester
B) ketone
C) alcohol
D) carboxylic acid
E) anhydride
Question
The correct name of the following molecule would be: <strong>The correct name of the following molecule would be:  </strong> A) 2-ethyl-3,3-dimethylheptane B) 6-ethyl-5,5-dimethylheptane C) 3,4,4-trimethyloctane D) 2-butyl-3-methylpentane E) 2-sec-butyl-2-methylhexane <div style=padding-top: 35px>

A) 2-ethyl-3,3-dimethylheptane
B) 6-ethyl-5,5-dimethylheptane
C) 3,4,4-trimethyloctane
D) 2-butyl-3-methylpentane
E) 2-sec-butyl-2-methylhexane
Question
How would the following molecule be properly named? <strong>How would the following molecule be properly named?  </strong> A) 3-ethyl-2-methyl-4-propylhexane B) 3,4-diethyl-2-methylheptane C) 4-ethyl-3-isopropylheptane D) 3-isopropyl-4-propylhexane E) None of the above. <div style=padding-top: 35px>

A) 3-ethyl-2-methyl-4-propylhexane
B) 3,4-diethyl-2-methylheptane
C) 4-ethyl-3-isopropylheptane
D) 3-isopropyl-4-propylhexane
E) None of the above.
Question
Arrange these acids in the order of increasing acidity. <strong>Arrange these acids in the order of increasing acidity.  </strong> A) CH<sub>4</sub>,H<sub>2</sub>O,HF,NH<sub>3</sub> B) HF,H<sub>2</sub>O,CH<sub>4</sub>,NH<sub>3</sub> C) HF,H<sub>2</sub>O,NH<sub>3</sub>,CH<sub>4</sub>, D) CH<sub>4</sub>,NH<sub>3</sub>,H<sub>2</sub>O,HF, E) NH<sub>3</sub>,CH<sub>4</sub>,H<sub>2</sub>O,HF, <div style=padding-top: 35px>

A) CH4,H2O,HF,NH3
B) HF,H2O,CH4,NH3
C) HF,H2O,NH3,CH4,
D) CH4,NH3,H2O,HF,
E) NH3,CH4,H2O,HF,
Question
Which of the following is not considered a Lewis acid?

A)
<strong>Which of the following is not considered a Lewis acid?</strong> A)   B) CH<sub>3</sub>OH C) AlCl<sub>3</sub> D)   E) BF<sub>3</sub> <div style=padding-top: 35px>
B) CH3OH
C) AlCl3
D)
<strong>Which of the following is not considered a Lewis acid?</strong> A)   B) CH<sub>3</sub>OH C) AlCl<sub>3</sub> D)   E) BF<sub>3</sub> <div style=padding-top: 35px>
E) BF3
Question
What is the correct IUPAC name for the following molecule: <strong>What is the correct IUPAC name for the following molecule:  </strong> A) 2-ethyl-2,6-dimethylheptane B) 1,1,5,5-tetramethylhexane C) 1,1,5,5-tetramethylheptane D) 2,6,6-trimethyloctane E) 4,4-dimethyl-1-isopropylhexane <div style=padding-top: 35px>

A) 2-ethyl-2,6-dimethylheptane
B) 1,1,5,5-tetramethylhexane
C) 1,1,5,5-tetramethylheptane
D) 2,6,6-trimethyloctane
E) 4,4-dimethyl-1-isopropylhexane
Question
Calculate Δ\Delta Go for the following reaction at 25 oC and Δ\Delta S=0  <strong>Calculate  \Delta G<sup>o</sup> for the following reaction at 25 <sup>o</sup>C and  \Delta S=0  </strong> A) -10 kcal/mol B) 10 kcal/mol C) 34 kcal/mol D) -34 kcal/mol E) None of the above. <div style=padding-top: 35px>

A) -10 kcal/mol
B) 10 kcal/mol
C) 34 kcal/mol
D) -34 kcal/mol
E) None of the above.
Question
What is the correct Newman projection for the following molecule? <strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above. <div style=padding-top: 35px>

A)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above. <div style=padding-top: 35px>
B)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above. <div style=padding-top: 35px>
C)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above. <div style=padding-top: 35px>
D)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above. <div style=padding-top: 35px>
E) None of the above.
Question
The common name for 1-methylpropyl is:

A) Isopropyl
B) Isobutyl
C) sec-Butyl
D) tert-Butyl
E) None of the above.
Question
What is the name given to the Newman projection of the butane conformation shown here? <strong>What is the name given to the Newman projection of the butane conformation shown here?  </strong> A) eclipsed B) gauche C) staggered D) anti E) skewed <div style=padding-top: 35px>

A) eclipsed
B) gauche
C) staggered
D) anti
E) skewed
Question
What is the correct IUPAC name for the following molecule? <strong>What is the correct IUPAC name for the following molecule?  </strong> A) 1-ethyl-2-methylhexane B) 2-ethyl-1-methylcycloheptane C) 4-ethyl-5-methylcyclohexane D) 1-ethyl-2-methylcyclohexane E) 1-methyloctane <div style=padding-top: 35px>

A) 1-ethyl-2-methylhexane
B) 2-ethyl-1-methylcycloheptane
C) 4-ethyl-5-methylcyclohexane
D) 1-ethyl-2-methylcyclohexane
E) 1-methyloctane
Question
How many ester functional groups are in the potent anticancer compound Taxol? <strong>How many ester functional groups are in the potent anticancer compound Taxol?  </strong> A) 0 B) 1 C) 2 D) 3 E) 4 <div style=padding-top: 35px>

A) 0
B) 1
C) 2
D) 3
E) 4
Question
Arrange these acids in the order of increasing acidity. <strong>Arrange these acids in the order of increasing acidity.  </strong> A) HBr,HI,HF,HCl B) HF,HCl,HBr,HI C) HF,HBr,HCl,HI D) HI,HCl,HBr,HF E) HI,HBr,HCl,HF <div style=padding-top: 35px>

A) HBr,HI,HF,HCl
B) HF,HCl,HBr,HI
C) HF,HBr,HCl,HI
D) HI,HCl,HBr,HF
E) HI,HBr,HCl,HF
Question
Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked "A" most likely corresponds to which of the following Newman projections? <strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>

A)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
Question
Which of the following has the highest pKa?

A) HI
B) NH3
C) HNO3
D) CH3COOH
E) H2SO4
Question
What is the correct IUPAC name for the following molecule? <strong>What is the correct IUPAC name for the following molecule?  </strong> A) 6-propyl-5,7,8-trimethyldecane B) 5,7,8-trimethyl-6-propyldecane C) 3,4,6-trimethyl-5-propyldecane D) 5-propyl-3,4,6-trimethyldecane E) None of the above. <div style=padding-top: 35px>

A) 6-propyl-5,7,8-trimethyldecane
B) 5,7,8-trimethyl-6-propyldecane
C) 3,4,6-trimethyl-5-propyldecane
D) 5-propyl-3,4,6-trimethyldecane
E) None of the above.
Question
Which of the following reactions has a Δ\Delta S = 0?

A)
 <strong>Which of the following reactions has a  \Delta S = 0?</strong> A)   B) CH<sub>3</sub>CH<sub>2</sub>Cl + NaOH  \rightarrow CH<sub>2</sub>=CH<sub>2</sub> + H<sub>2</sub>O + NaCl C)   D)   E) None of the above. <div style=padding-top: 35px>
B) CH3CH2Cl + NaOH \rightarrow CH2=CH2 + H2O + NaCl
C)
 <strong>Which of the following reactions has a  \Delta S = 0?</strong> A)   B) CH<sub>3</sub>CH<sub>2</sub>Cl + NaOH  \rightarrow CH<sub>2</sub>=CH<sub>2</sub> + H<sub>2</sub>O + NaCl C)   D)   E) None of the above. <div style=padding-top: 35px>
D)
 <strong>Which of the following reactions has a  \Delta S = 0?</strong> A)   B) CH<sub>3</sub>CH<sub>2</sub>Cl + NaOH  \rightarrow CH<sub>2</sub>=CH<sub>2</sub> + H<sub>2</sub>O + NaCl C)   D)   E) None of the above. <div style=padding-top: 35px>
E) None of the above.
Question
How many quaternary carbons are in the following molecule? <strong>How many quaternary carbons are in the following molecule?  </strong> A) 0 B) 1 C) 2 D) 3 E) 4 <div style=padding-top: 35px>

A) 0
B) 1
C) 2
D) 3
E) 4
Question
All steroids are derivatives of the ring system shown.How many tertiary hydrogens are in this ring system? <strong>All steroids are derivatives of the ring system shown.How many tertiary hydrogens are in this ring system?  </strong> A) none B) 2 C) 4 D) 5 E) 6 <div style=padding-top: 35px>

A) none
B) 2
C) 4
D) 5
E) 6
Question
Guanacastepene is a natural product that was recently isolated and shown to be a potent antibiotic.How many different functional groups does this structure possess? <strong>Guanacastepene is a natural product that was recently isolated and shown to be a potent antibiotic.How many different functional groups does this structure possess?  </strong> A) 1 B) 2 C) 3 D) 4 E) 5 <div style=padding-top: 35px>

A) 1
B) 2
C) 3
D) 4
E) 5
Question
Which of the following is considered to be a nucleophile?

A) CH3Cl
B) CH3CH2I
C)
<strong>Which of the following is considered to be a nucleophile?</strong> A) CH<sub>3</sub>Cl B) CH<sub>3</sub>CH<sub>2</sub>I C)   D)   E)   <div style=padding-top: 35px>
D)
<strong>Which of the following is considered to be a nucleophile?</strong> A) CH<sub>3</sub>Cl B) CH<sub>3</sub>CH<sub>2</sub>I C)   D)   E)   <div style=padding-top: 35px>
E)
<strong>Which of the following is considered to be a nucleophile?</strong> A) CH<sub>3</sub>Cl B) CH<sub>3</sub>CH<sub>2</sub>I C)   D)   E)   <div style=padding-top: 35px>
Question
Which of the following molecules contain both an alcohol and an aldehyde functional group?

A)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
B)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
C)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
D)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
E)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)   <div style=padding-top: 35px>
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Deck 2: Structure and Reactivity: Acids and Bases,polar and Nonpolar Molecules
1
The IUPAC name for [(CH3)3C]2CHCH3 is:

A) 1,1-di-tert-butylethane
B) 3-tert-butyl-2,2-dimethylbutane
C) 2,2,3,4,4-pentamethylpentane
D) 2,4,4-trimethylheptane
E) None of the above.
2,2,3,4,4-pentamethylpentane
2
At room temperature,the various conformations of butane

A) do not interconvert with only the anti form present.
B) do not interconvert,but all forms are present.
C) interconvert slowly.
D) interconvert rapidly.
E) There is no way to determine if interconversion occurs.
interconvert rapidly.
3
Which of the following contains the isobutyl group?

A) (CH3)2CHCH2Cl
B) (CH3)3CCl
C) CH3CH2CH(CH3)Cl
D) CH3CH2CH2CH2Cl
E) None of the above.
(CH3)2CHCH2Cl
4
The following represents what functional group? <strong>The following represents what functional group?  </strong> A) alcohol B) aldehyde C) carboxylic acid D) amide E) ketone

A) alcohol
B) aldehyde
C) carboxylic acid
D) amide
E) ketone
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5
The following Newman projection represents which molecule? <strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)

A)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)
B)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)
C)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)
D)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)
E)
<strong>The following Newman projection represents which molecule?  </strong> A)   B)   C)   D)   E)
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6
What statement is true of the following energy diagram? <strong>What statement is true of the following energy diagram?  </strong> A) For irreversible reactions,product 1 will dominate. B) For reversible reactions,product 2 will dominate at equilibrium. C) For reversible reactions,equal amounts of 1 and 2 will be formed. D) For irreversible reactions,equal amounts of 1 and 2 will be formed. E) None of the above are true.

A) For irreversible reactions,product 1 will dominate.
B) For reversible reactions,product 2 will dominate at equilibrium.
C) For reversible reactions,equal amounts of 1 and 2 will be formed.
D) For irreversible reactions,equal amounts of 1 and 2 will be formed.
E) None of the above are true.
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7
What is the correct IUPAC name for the following molecule? <strong>What is the correct IUPAC name for the following molecule?  </strong> A) 1,1,1,4-tetramethylhexane B) 4-ethyl-1,1,1-trimethylpentane C) 5-ethyl-2,2-dimethylhexane D) 3,6,6,6-tetramethylhexane E) 2,2,5-trimethylheptane

A) 1,1,1,4-tetramethylhexane
B) 4-ethyl-1,1,1-trimethylpentane
C) 5-ethyl-2,2-dimethylhexane
D) 3,6,6,6-tetramethylhexane
E) 2,2,5-trimethylheptane
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8
What is the correct structure for tert-butyl bromide?

A)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)
B)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)
C)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)
D)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)
E)
<strong>What is the correct structure for tert-butyl bromide?</strong> A)   B)   C)   D)   E)
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9
Which of the following contains the sec-butyl group?

A) (CH3)2CHCH2Cl
B) (CH3)3CCl
C) CH3CH2CH(CH3)Cl
D) CH3CH2CH2CH2Cl
E) None of the above.
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10
The following Newman projection corresponds to which molecule? <strong>The following Newman projection corresponds to which molecule?  </strong> A) pentane B) butane C) 3-ethylbutane D) hexane E) 3-methylpentane

A) pentane
B) butane
C) 3-ethylbutane
D) hexane
E) 3-methylpentane
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11
Which isomer of C7H16 shown would have the highest boiling point?

A)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)
B)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)
C)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)
D)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)
E)
<strong>Which isomer of C<sub>7</sub>H<sub>16</sub> shown would have the highest boiling point?</strong> A)   B)   C)   D)   E)
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12
What is the smallest alkane that is liquid at room temperature?

A) propane
B) butane
C) pentane
D) hexane
E) All are liquids.
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13
The following represents what functional group? <strong>The following represents what functional group?  </strong> A) amide B) thiol C) ketone D) nitrile E) amine

A) amide
B) thiol
C) ketone
D) nitrile
E) amine
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14
What is the name given to the Newman projection of the butane conformation shown here? <strong>What is the name given to the Newman projection of the butane conformation shown here?  </strong> A) anti B) gauche C) staggered D) eclipsed E) skewed

A) anti
B) gauche
C) staggered
D) eclipsed
E) skewed
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15
Rotation around the carbon-carbon bond of the molecule depicted by the following Newman projection requires how much energy? <strong>Rotation around the carbon-carbon bond of the molecule depicted by the following Newman projection requires how much energy?  </strong> A) 0 kcal/mol B) 3 kcal/mol C) 6 kcal/mol D) 9 kcal/mol E) 15 kcal/mol

A) 0 kcal/mol
B) 3 kcal/mol
C) 6 kcal/mol
D) 9 kcal/mol
E) 15 kcal/mol
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16
What would be the correct name of the following? <strong>What would be the correct name of the following?  </strong> A) 3-(sec-pentyl)pentane B) 5-ethyl-4-methylheptane C) 3-(sec-butyl)hexane D) 3-ethyl-4-methylheptane E) 3-ethyl-4-propylpentane

A) 3-(sec-pentyl)pentane
B) 5-ethyl-4-methylheptane
C) 3-(sec-butyl)hexane
D) 3-ethyl-4-methylheptane
E) 3-ethyl-4-propylpentane
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17
The following represents what functional group? <strong>The following represents what functional group?  </strong> A) ester B) ether C) alcohol D) thiol E) ketone

A) ester
B) ether
C) alcohol
D) thiol
E) ketone
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18
Name the following functional group: <strong>Name the following functional group:  </strong> A) ester B) ketone C) alcohol D) carboxylic acid E) anhydride

A) ester
B) ketone
C) alcohol
D) carboxylic acid
E) anhydride
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19
The correct name of the following molecule would be: <strong>The correct name of the following molecule would be:  </strong> A) 2-ethyl-3,3-dimethylheptane B) 6-ethyl-5,5-dimethylheptane C) 3,4,4-trimethyloctane D) 2-butyl-3-methylpentane E) 2-sec-butyl-2-methylhexane

A) 2-ethyl-3,3-dimethylheptane
B) 6-ethyl-5,5-dimethylheptane
C) 3,4,4-trimethyloctane
D) 2-butyl-3-methylpentane
E) 2-sec-butyl-2-methylhexane
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20
How would the following molecule be properly named? <strong>How would the following molecule be properly named?  </strong> A) 3-ethyl-2-methyl-4-propylhexane B) 3,4-diethyl-2-methylheptane C) 4-ethyl-3-isopropylheptane D) 3-isopropyl-4-propylhexane E) None of the above.

A) 3-ethyl-2-methyl-4-propylhexane
B) 3,4-diethyl-2-methylheptane
C) 4-ethyl-3-isopropylheptane
D) 3-isopropyl-4-propylhexane
E) None of the above.
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21
Arrange these acids in the order of increasing acidity. <strong>Arrange these acids in the order of increasing acidity.  </strong> A) CH<sub>4</sub>,H<sub>2</sub>O,HF,NH<sub>3</sub> B) HF,H<sub>2</sub>O,CH<sub>4</sub>,NH<sub>3</sub> C) HF,H<sub>2</sub>O,NH<sub>3</sub>,CH<sub>4</sub>, D) CH<sub>4</sub>,NH<sub>3</sub>,H<sub>2</sub>O,HF, E) NH<sub>3</sub>,CH<sub>4</sub>,H<sub>2</sub>O,HF,

A) CH4,H2O,HF,NH3
B) HF,H2O,CH4,NH3
C) HF,H2O,NH3,CH4,
D) CH4,NH3,H2O,HF,
E) NH3,CH4,H2O,HF,
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22
Which of the following is not considered a Lewis acid?

A)
<strong>Which of the following is not considered a Lewis acid?</strong> A)   B) CH<sub>3</sub>OH C) AlCl<sub>3</sub> D)   E) BF<sub>3</sub>
B) CH3OH
C) AlCl3
D)
<strong>Which of the following is not considered a Lewis acid?</strong> A)   B) CH<sub>3</sub>OH C) AlCl<sub>3</sub> D)   E) BF<sub>3</sub>
E) BF3
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23
What is the correct IUPAC name for the following molecule: <strong>What is the correct IUPAC name for the following molecule:  </strong> A) 2-ethyl-2,6-dimethylheptane B) 1,1,5,5-tetramethylhexane C) 1,1,5,5-tetramethylheptane D) 2,6,6-trimethyloctane E) 4,4-dimethyl-1-isopropylhexane

A) 2-ethyl-2,6-dimethylheptane
B) 1,1,5,5-tetramethylhexane
C) 1,1,5,5-tetramethylheptane
D) 2,6,6-trimethyloctane
E) 4,4-dimethyl-1-isopropylhexane
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24
Calculate Δ\Delta Go for the following reaction at 25 oC and Δ\Delta S=0  <strong>Calculate  \Delta G<sup>o</sup> for the following reaction at 25 <sup>o</sup>C and  \Delta S=0  </strong> A) -10 kcal/mol B) 10 kcal/mol C) 34 kcal/mol D) -34 kcal/mol E) None of the above.

A) -10 kcal/mol
B) 10 kcal/mol
C) 34 kcal/mol
D) -34 kcal/mol
E) None of the above.
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25
What is the correct Newman projection for the following molecule? <strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above.

A)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above.
B)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above.
C)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above.
D)
<strong>What is the correct Newman projection for the following molecule?  </strong> A)   B)   C)   D)   E) None of the above.
E) None of the above.
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26
The common name for 1-methylpropyl is:

A) Isopropyl
B) Isobutyl
C) sec-Butyl
D) tert-Butyl
E) None of the above.
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27
What is the name given to the Newman projection of the butane conformation shown here? <strong>What is the name given to the Newman projection of the butane conformation shown here?  </strong> A) eclipsed B) gauche C) staggered D) anti E) skewed

A) eclipsed
B) gauche
C) staggered
D) anti
E) skewed
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28
What is the correct IUPAC name for the following molecule? <strong>What is the correct IUPAC name for the following molecule?  </strong> A) 1-ethyl-2-methylhexane B) 2-ethyl-1-methylcycloheptane C) 4-ethyl-5-methylcyclohexane D) 1-ethyl-2-methylcyclohexane E) 1-methyloctane

A) 1-ethyl-2-methylhexane
B) 2-ethyl-1-methylcycloheptane
C) 4-ethyl-5-methylcyclohexane
D) 1-ethyl-2-methylcyclohexane
E) 1-methyloctane
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29
How many ester functional groups are in the potent anticancer compound Taxol? <strong>How many ester functional groups are in the potent anticancer compound Taxol?  </strong> A) 0 B) 1 C) 2 D) 3 E) 4

A) 0
B) 1
C) 2
D) 3
E) 4
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30
Arrange these acids in the order of increasing acidity. <strong>Arrange these acids in the order of increasing acidity.  </strong> A) HBr,HI,HF,HCl B) HF,HCl,HBr,HI C) HF,HBr,HCl,HI D) HI,HCl,HBr,HF E) HI,HBr,HCl,HF

A) HBr,HI,HF,HCl
B) HF,HCl,HBr,HI
C) HF,HBr,HCl,HI
D) HI,HCl,HBr,HF
E) HI,HBr,HCl,HF
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31
Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked "A" most likely corresponds to which of the following Newman projections? <strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)

A)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)
B)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)
C)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)
D)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)
E)
<strong>Consider the potential energy diagram for rotation about the C2-C3 bond in pentane.The position marked A most likely corresponds to which of the following Newman projections?  </strong> A)   B)   C)   D)   E)
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32
Which of the following has the highest pKa?

A) HI
B) NH3
C) HNO3
D) CH3COOH
E) H2SO4
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33
What is the correct IUPAC name for the following molecule? <strong>What is the correct IUPAC name for the following molecule?  </strong> A) 6-propyl-5,7,8-trimethyldecane B) 5,7,8-trimethyl-6-propyldecane C) 3,4,6-trimethyl-5-propyldecane D) 5-propyl-3,4,6-trimethyldecane E) None of the above.

A) 6-propyl-5,7,8-trimethyldecane
B) 5,7,8-trimethyl-6-propyldecane
C) 3,4,6-trimethyl-5-propyldecane
D) 5-propyl-3,4,6-trimethyldecane
E) None of the above.
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34
Which of the following reactions has a Δ\Delta S = 0?

A)
 <strong>Which of the following reactions has a  \Delta S = 0?</strong> A)   B) CH<sub>3</sub>CH<sub>2</sub>Cl + NaOH  \rightarrow CH<sub>2</sub>=CH<sub>2</sub> + H<sub>2</sub>O + NaCl C)   D)   E) None of the above.
B) CH3CH2Cl + NaOH \rightarrow CH2=CH2 + H2O + NaCl
C)
 <strong>Which of the following reactions has a  \Delta S = 0?</strong> A)   B) CH<sub>3</sub>CH<sub>2</sub>Cl + NaOH  \rightarrow CH<sub>2</sub>=CH<sub>2</sub> + H<sub>2</sub>O + NaCl C)   D)   E) None of the above.
D)
 <strong>Which of the following reactions has a  \Delta S = 0?</strong> A)   B) CH<sub>3</sub>CH<sub>2</sub>Cl + NaOH  \rightarrow CH<sub>2</sub>=CH<sub>2</sub> + H<sub>2</sub>O + NaCl C)   D)   E) None of the above.
E) None of the above.
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35
How many quaternary carbons are in the following molecule? <strong>How many quaternary carbons are in the following molecule?  </strong> A) 0 B) 1 C) 2 D) 3 E) 4

A) 0
B) 1
C) 2
D) 3
E) 4
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36
All steroids are derivatives of the ring system shown.How many tertiary hydrogens are in this ring system? <strong>All steroids are derivatives of the ring system shown.How many tertiary hydrogens are in this ring system?  </strong> A) none B) 2 C) 4 D) 5 E) 6

A) none
B) 2
C) 4
D) 5
E) 6
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37
Guanacastepene is a natural product that was recently isolated and shown to be a potent antibiotic.How many different functional groups does this structure possess? <strong>Guanacastepene is a natural product that was recently isolated and shown to be a potent antibiotic.How many different functional groups does this structure possess?  </strong> A) 1 B) 2 C) 3 D) 4 E) 5

A) 1
B) 2
C) 3
D) 4
E) 5
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38
Which of the following is considered to be a nucleophile?

A) CH3Cl
B) CH3CH2I
C)
<strong>Which of the following is considered to be a nucleophile?</strong> A) CH<sub>3</sub>Cl B) CH<sub>3</sub>CH<sub>2</sub>I C)   D)   E)
D)
<strong>Which of the following is considered to be a nucleophile?</strong> A) CH<sub>3</sub>Cl B) CH<sub>3</sub>CH<sub>2</sub>I C)   D)   E)
E)
<strong>Which of the following is considered to be a nucleophile?</strong> A) CH<sub>3</sub>Cl B) CH<sub>3</sub>CH<sub>2</sub>I C)   D)   E)
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39
Which of the following molecules contain both an alcohol and an aldehyde functional group?

A)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)
B)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)
C)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)
D)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)
E)
<strong>Which of the following molecules contain both an alcohol and an aldehyde functional group?</strong> A)   B)   C)   D)   E)
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