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Predict the product for the following reaction. Predict the product for the following reaction. A) I B) II C) III D) IV E) I and III Predict the product for the following reaction. A) I B) II C) III D) IV E) I and III


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

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Predict the SN2 product and provide a curved arrow mechanism for the formation of the product. Predict the S<sub>N</sub>2 product and provide a curved arrow mechanism for the formation of the product.

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Which of the following is a strong nucleophile?


A) OH-
B) H2O
C) CH3OH
D) NH4+
E) All of these

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What is the electrophile in the following reaction? What is the electrophile in the following reaction? A) I B) II C) III D) IV


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

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What is the structure of a rearranged carbocation that does not have a four-membered ring in the following acid-catalyzed dehydration of the following compound? What is the structure of a rearranged carbocation that does not have a four-membered ring in the following acid-catalyzed dehydration of the following compound?

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Will the following alcohol be likely to undergo rearrangement during a dehydration reaction? Will the following alcohol be likely to undergo rearrangement during a dehydration reaction?

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What substitution reaction mechanism is most likely for the following compound? What substitution reaction mechanism is most likely for the following compound? A) S<sub>N</sub>1 B) S<sub>N</sub>2 C) Either S<sub>N</sub>1 or S<sub>N</sub>2 D) None of these


A) SN1
B) SN2
C) Either SN1 or SN2
D) None of these

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Which of the following is a weak nucleophile?


A) OH-
B) H2O
C) CH3O-
D) NH4+
E) All of these

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Draw the major product of the following reaction. Draw the major product of the following reaction.

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?

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1,1-dibrom...

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Which of the following is the rate equation for the following SN1 reaction? 2-chloro-2-methylpentane + NaI Which of the following is the rate equation for the following S<sub>N</sub>1 reaction? 2-chloro-2-methylpentane + NaI A) Rate = k[NaI] B) Rate = k[2-chloro-2-methylpentane] [NaI] C) Rate = k[chloride ion] D) Rate = k[2-chloro-2-methylpentane]


A) Rate = k[NaI]
B) Rate = k[2-chloro-2-methylpentane] [NaI]
C) Rate = k[chloride ion]
D) Rate = k[2-chloro-2-methylpentane]

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Which of the following compounds will undergo the fastest SN1 reaction? Which of the following compounds will undergo the fastest S<sub>N</sub>1 reaction? A) I B) II C) III D) IV E) Both I & IV


A) I
B) II
C) III
D) IV
E) Both I & IV

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For the following dehydration, draw the structure of the intermediate carbocation. For the following dehydration, draw the structure of the intermediate carbocation.

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Show the mechanism for the following elimination, assuming that it is a concerted reaction. Show the mechanism for the following elimination, assuming that it is a concerted reaction.

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Rank the following compounds from most to least reactive in an SN1 reaction. Rank the following compounds from most to least reactive in an S<sub>N</sub>1 reaction. A) I > IV > II > III B) II > I > IV > III C) III > IV > I > II D) IV > I > II > III E) IV > III > I > II


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

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Provide the reagents necessary to carry out the following conversion. Provide the reagents necessary to carry out the following conversion.

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Draw the major product of the following reaction. Draw the major product of the following reaction.

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Draw the structure of 2,3-dimethyl-1-pentene.

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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound?

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(1R, 3S)-3...

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Which of the following shows a mechanism of a concerted elimination? Which of the following shows a mechanism of a concerted elimination? A) I B) II C) III D) IV


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

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