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Which of the following reactions would serve as a synthesis of butyl bromide?


A)  Which of the following reactions would serve as a synthesis of butyl bromide? A)    B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH + PBr<sub>3</sub>  \to  C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH + Br<sub>2</sub>  \to  E) Two of these choices.
B) CH3CH2CH2CH2OH + PBr3 \to
C)  Which of the following reactions would serve as a synthesis of butyl bromide? A)    B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH + PBr<sub>3</sub>  \to  C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OH + Br<sub>2</sub>  \to  E) Two of these choices.
D) CH3CH2CH2CH2OH + Br2 \to
E) Two of these choices.

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The product(s) of the following reaction The product(s) of the following reaction   A) I B) II C) III D) IV E) None of these choices.


A) I
B) II
C) III
D) IV
E) None of these choices.

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A compound or ion that prefers a nonpolar environment to an aqueous one is said to be ___.

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What is the nucleophilic species involved in the initial step of the reaction below? What is the nucleophilic species involved in the initial step of the reaction below?   A)  <sup>-</sup>OH  B)  Hg(OAc) <sub>2</sub>  C)  H<sub>2</sub>O  D)  cyclopentene  E)  the THF/H<sub>2</sub>O complex


A) "-OH"
B) "Hg(OAc) 2"
C) "H2O"
D) "cyclopentene"
E) "the THF/H2O complex"

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The product(s) of the following reaction The product(s) of the following reaction   A) I B) II C) III D) IV E) None of these choices.


A) I
B) II
C) III
D) IV
E) None of these choices.

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Finish the following acid-base reaction and predict if it will proceed in the forward direction: Finish the following acid-base reaction and predict if it will proceed in the forward direction:

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What would be the major product of the following reaction sequence? What would be the major product of the following reaction sequence?   A) I B) II C) III D) IV E) An equimolar mixture of I and II.


A) I
B) II
C) III
D) IV
E) An equimolar mixture of I and II.

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A correct IUPAC name for isobutyl alcohol is:


A) 2-Methyl-1-propanol
B) 2-Methyl-1-butanol
C) 1-Methyl-1-propanol
D) 1,1-Dimethyl-1-ethanol
E) 3-Methyl-1-propanol

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Assuming an overall exothermic process,select the potential energy diagram that best represents the following reaction: Assuming an overall exothermic process,select the potential energy diagram that best represents the following reaction:     A) I B) II C) III D) IV E) V Assuming an overall exothermic process,select the potential energy diagram that best represents the following reaction:     A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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Which of the following could be used to synthesize 2-bromobutane?


A) Which of the following could be used to synthesize 2-bromobutane? A)    B)    C)    D)    E) More than one of these choices.
B) Which of the following could be used to synthesize 2-bromobutane? A)    B)    C)    D)    E) More than one of these choices.
C) Which of the following could be used to synthesize 2-bromobutane? A)    B)    C)    D)    E) More than one of these choices.
D) Which of the following could be used to synthesize 2-bromobutane? A)    B)    C)    D)    E) More than one of these choices.
E) More than one of these choices.

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Predict the product of the following reaction: Predict the product of the following reaction:

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Propose a mechanism for the following transformation: Propose a mechanism for the following transformation:

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What is the relationship between alcohols I and II? What is the relationship between alcohols I and II?   They are: A) different conformations of the same compound. B) constitutional isomers. C) enantiomers. D) diastereomers. E) identical. They are:


A) different conformations of the same compound.
B) constitutional isomers.
C) enantiomers.
D) diastereomers.
E) identical.

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Complete the following reaction sequence,giving structural details of all key intermediates: Complete the following reaction sequence,giving structural details of all key intermediates:

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Select the structure of the major product formed from the following reaction. Select the structure of the major product formed from the following reaction.   A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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  is properly named: A) (S) -bicyclo[1.1.1]octan-2-ol B) (S) -bicyclo[2.2.2]octan-2-ol C) (R) -bicyclo[2.2.2]octan-2-ol D) (S) -bicyclo[2.2.2]octan-1-ol E) (S) -bicyclo[2.2.1]octan-2-ol is properly named:


A) (S) -bicyclo[1.1.1]octan-2-ol
B) (S) -bicyclo[2.2.2]octan-2-ol
C) (R) -bicyclo[2.2.2]octan-2-ol
D) (S) -bicyclo[2.2.2]octan-1-ol
E) (S) -bicyclo[2.2.1]octan-2-ol

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What is the relationship between alcohols I and II? What is the relationship between alcohols I and II?   They are: A) different conformations of the same compound. B) constitutional isomers. C) enantiomers. D) diastereomers. E) identical. They are:


A) different conformations of the same compound.
B) constitutional isomers.
C) enantiomers.
D) diastereomers.
E) identical.

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What would be the major product of the following reaction sequence? What would be the major product of the following reaction sequence?   A) I B) II C) III D) IV E) Equal amounts of II and IV


A) I
B) II
C) III
D) IV
E) Equal amounts of II and IV

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Which compound is a tosylate? Which compound is a tosylate?   A) I B) II C) III D) IV E) V


A) I
B) II
C) III
D) IV
E) V

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Which of the following could be used to synthesize 2-iodobutane?


A) CH3CH2CH \equiv CH2 + I2(aq) \to
B) CH3CH2CHOHCH3 + HI \to
C) CH3CH2C \equiv CH + HI \to
D) CH3CH2C \equiv CH + I2 \to
E) None of these choices.

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