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Provide the major organic product of the following reaction. Provide the major organic product of the following reaction.

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Provide the structure of the major organic product which results in the following reaction. Provide the structure of the major organic product which results in the following reaction.

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Which of the following alkyl bromides undergoes solvolysis in methanol without rearrangement?


A) (R) -2-bromo-3-ethylpentane
B) (S) -2-bromo-3-ethylpentane
C) (R) -3-bromo-2-methylpentane
D) (S) -3-bromo-2-methylpentane
E) 3-bromo-3-ethylpentane

F) C) and D)
G) B) and E)

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Which of the following is the best nucleophile in water?


A) I-
B) CH3SCH3
C) CH3OCH3
D) Cl-

E) A) and D)
F) B) and C)

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Identify the alkyl halide that reacts the fastest in a E1 reaction.


A) Identify the alkyl halide that reacts the fastest in a E1 reaction. A)    B) CH<sub>2</sub> <sub> </sub>   CHCl C)    D)    E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl
B) CH2 Identify the alkyl halide that reacts the fastest in a E1 reaction. A)    B) CH<sub>2</sub> <sub> </sub>   CHCl C)    D)    E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl CHCl
C) Identify the alkyl halide that reacts the fastest in a E1 reaction. A)    B) CH<sub>2</sub> <sub> </sub>   CHCl C)    D)    E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl
D) Identify the alkyl halide that reacts the fastest in a E1 reaction. A)    B) CH<sub>2</sub> <sub> </sub>   CHCl C)    D)    E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl
E) CH3CH2CH2Cl

F) D) and E)
G) All of the above

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Which of the following is not true for a SN1 mechanism?


A) The rate is dependent on the nucleophile.
B) The rate is fastest in highly polar solvents.
C) proceeds with a carbocation intermediate
D) is a two step reaction
E) Methyl iodide will not undergo this reaction.

F) A) and E)
G) A) and D)

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Draw all likely alkene products in the following reaction and circle the product you expect to predominate. Draw all likely alkene products in the following reaction and circle the product you expect to predominate.

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Identify the halide(s) that react in a SN1 reaction.You may choose more than one answer.


A) benzyl bromide
B) bromobenzene
C) 1-bromo-1-butene
D) 1-bromo-2-butene
E) 2-bromo-2-phenylpropane

F) A) and B)
G) A) and E)

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Which alkyl halide reacts the fastest in an E2 reaction?


A) 2-chloro-2-methylbutane
B) 1-chlorobutane
C) 1-chloro-2-methylbutane
D) 2-chlorobutane
E) chloromethane

F) C) and E)
G) A) and E)

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List the following compounds in order of increasing reactivity in an SN1 reaction. CH3Br,CH3CH2CH2I,(CH3)3CI,CH3CHBrCH3,CH3CHICH3

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CH3Br < CH3C...

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How would you obtain the following products from 1-bromo-1-methylcyclohexane? How would you obtain the following products from 1-bromo-1-methylcyclohexane?

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1.(CH3)3COK ...

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What is the leaving group in the reaction shown below? What is the leaving group in the reaction shown below?   A) I B) II C) III D) IV E) V


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

F) A) and B)
G) B) and C)

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Provide the major organic product(s)of the reaction shown. Provide the major organic product(s)of the reaction shown.

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Provide the major organic products(s)of the reaction shown. Provide the major organic products(s)of the reaction shown.

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Which halide reacts most rapidly via an SN2 mechanism?


A) (CH3) CCH2CH2F
B) (CH3) CCH2CH2Cl
C) (CH3) CCH2CH2Br
D) (CH3) CCH2CH2I
E) All primary halides react at the same rate in SN2.

F) A) and E)
G) B) and E)

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What is the major product of the following reaction? What is the major product of the following reaction?   A) CH<sub>2</sub> <sub> </sub>   CHCH<sub>2</sub>CH<sub>3</sub> B) CH<sub>3</sub>CH   CHCH<sub>3</sub> C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub> E)


A) CH2 What is the major product of the following reaction?   A) CH<sub>2</sub> <sub> </sub>   CHCH<sub>2</sub>CH<sub>3</sub> B) CH<sub>3</sub>CH   CHCH<sub>3</sub> C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub> E)   CHCH2CH3
B) CH3CH What is the major product of the following reaction?   A) CH<sub>2</sub> <sub> </sub>   CHCH<sub>2</sub>CH<sub>3</sub> B) CH<sub>3</sub>CH   CHCH<sub>3</sub> C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub> E)   CHCH3
C) What is the major product of the following reaction?   A) CH<sub>2</sub> <sub> </sub>   CHCH<sub>2</sub>CH<sub>3</sub> B) CH<sub>3</sub>CH   CHCH<sub>3</sub> C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub> E)
D) CH3CH2CH2CH2OCH2CH3
E) What is the major product of the following reaction?   A) CH<sub>2</sub> <sub> </sub>   CHCH<sub>2</sub>CH<sub>3</sub> B) CH<sub>3</sub>CH   CHCH<sub>3</sub> C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>OCH<sub>2</sub>CH<sub>3</sub> E)

F) None of the above
G) B) and C)

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What would be the product of this reaction? Also,provide the name of the mechanism (SN2,SN1,E2 or E1). What would be the product of this reaction? Also,provide the name of the mechanism (S<sub>N</sub>2,S<sub>N</sub>1,E2 or E1).

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No reaction.It should undergo ...

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Which of the following compounds undergoes E2 reactions with the fastest rate?


A) Which of the following compounds undergoes E2 reactions with the fastest rate? A)    B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl C) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>I D)    E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Br
B) CH3CH2CH2Cl
C) CH3CH2CH2I
D) Which of the following compounds undergoes E2 reactions with the fastest rate? A)    B) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl C) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>I D)    E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Br
E) CH3CH2CH2Br

F) A) and C)
G) A) and B)

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Which of the following SN2 reactions is the slowest?


A) CH3CH2CHBrCH3 + OH- → CH3CH2CHOHCH3 + Br-
B) CH3CH2CHBrCH3 + H2O → CH3CH2CHOHCH3 + HBr
C) CH3CH2CH2CH2Br + OH- → CH3CH2CH2CH2OH + Br-
D) CH3CH2CH2CH2Br + H2O → CH3CH2CH2CH2OH + HBr

E) B) and C)
F) C) and D)

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Which of the following alkyl halides gives the fastest SN1 reaction?


A) CH3CH2CH2Br
B) Which of the following alkyl halides gives the fastest S<sub>N</sub>1 reaction? A) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Br B)    C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>I E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl
C) Which of the following alkyl halides gives the fastest S<sub>N</sub>1 reaction? A) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Br B)    C)    D) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>I E) CH<sub>3</sub>CH<sub>2</sub>CH<sub>2</sub>Cl
D) CH3CH2CH2I
E) CH3CH2CH2Cl

F) D) and E)
G) B) and D)

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