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When an elimination reaction gives the less substituted alkene as the major product,we say that the elimination follows ___'s rule.

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Which molecule would have the lowest heat of hydrogenation? Which molecule would have the lowest heat of hydrogenation?   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 reaction would yield 2-butyne?


A) CH3C \equiv C:-Na+ + CH3Br \to
B) CH3CH2Br + HC \equiv C:-Na+ \to
C) CH3:-Na+ + HC \equiv CCH3 \to
D) More than one of these choices.
E) None of these choices.

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Neopentyl alcohol,(CH3) 3CCH2OH,cannot be dehydrated to an alkene without rearrangement.What is the chief product of dehydration? Neopentyl alcohol,(CH<sub>3</sub>) <sub>3</sub>CCH<sub>2</sub>OH,cannot be dehydrated to an alkene without rearrangement.What is the chief product of dehydration?   A) I B) II C) III D) IV E) V


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

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In dehydrohalogenation reactions the Zaitsev product will always be the major product produced in the reaction.

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What "new",more stable,carbocation(s)may be formed when the following carbocation undergoes spontaneous rearrangement? What  new ,more stable,carbocation(s)may be formed when the following carbocation undergoes spontaneous rearrangement?

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The product(s) for the following reaction would mainly be dictated by which mechanism? The product(s) for the following reaction would mainly be dictated by which mechanism?   A) S<sub>N</sub>1 B) S<sub>N</sub>2 C) E1 D) E2 E) None of these choices.


A) SN1
B) SN2
C) E1
D) E2
E) None of these choices.

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In dehydration reactions the Zaitsev product will almost always be the major product produced in the reaction.

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Draw an arrow-pushing mechanism to justify the following transformation: Draw an arrow-pushing mechanism to justify the following transformation:

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Select the structure of 4-ethyl-2,3-dimethyl-2-heptene.


A) Select the structure of 4-ethyl-2,3-dimethyl-2-heptene. A)    B)    C)    D)    E)
B) Select the structure of 4-ethyl-2,3-dimethyl-2-heptene. A)    B)    C)    D)    E)
C) Select the structure of 4-ethyl-2,3-dimethyl-2-heptene. A)    B)    C)    D)    E)
D) Select the structure of 4-ethyl-2,3-dimethyl-2-heptene. A)    B)    C)    D)    E)
E) Select the structure of 4-ethyl-2,3-dimethyl-2-heptene. A)    B)    C)    D)    E)

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In acid catalyzed dehydration of alcohol,the acid catalyst is always regenerated in the reaction process.

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Name the following compound: Name the following compound:   A) (S,E) -3-methyl-5-phenyl-3-heptene B) (R,E) -3-methyl-5-phenyl-3-heptene C) (S,E) -3-methyl-5-benzyl-3-heptene D) (S,Z) -3-methyl-5-phenyl-3-heptene E) (R,Z) -3-methyl-5-phenyl-3-heptene


A) (S,E) -3-methyl-5-phenyl-3-heptene
B) (R,E) -3-methyl-5-phenyl-3-heptene
C) (S,E) -3-methyl-5-benzyl-3-heptene
D) (S,Z) -3-methyl-5-phenyl-3-heptene
E) (R,Z) -3-methyl-5-phenyl-3-heptene

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What is the major product for the following reaction? What is the major product for the following reaction?   A)    B)    C)    D)    E)


A) What is the major product for the following reaction?   A)    B)    C)    D)    E)
B) What is the major product for the following reaction?   A)    B)    C)    D)    E)
C) What is the major product for the following reaction?   A)    B)    C)    D)    E)
D) What is the major product for the following reaction?   A)    B)    C)    D)    E)
E) What is the major product for the following reaction?   A)    B)    C)    D)    E)

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What would be the major product(s) of the following reaction? What would be the major product(s) of the following reaction?   A) I and II B) II and III C) I and III D) IV E) None of these choices.


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

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What would be the major product(s) of the following reaction? What would be the major product(s) of the following reaction?   A) I and II B) I,II,and III C) III D) I,II,and IV E) None of these choices.


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

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Predict the product(s) for the following reaction sequence. Predict the product(s) for the following reaction sequence.   A)    B)    C)    D)    E) None of these choices.


A) Predict the product(s) for the following reaction sequence.   A)    B)    C)    D)    E) None of these choices.
B) Predict the product(s) for the following reaction sequence.   A)    B)    C)    D)    E) None of these choices.
C) Predict the product(s) for the following reaction sequence.   A)    B)    C)    D)    E) None of these choices.
D) Predict the product(s) for the following reaction sequence.   A)    B)    C)    D)    E) None of these choices.
E) None of these choices.

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


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

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Which compound listed below would you expect to be the major product when 2-bromo-2-methylbutane is refluxed with KOH/ethanol?


A) Which compound listed below would you expect to be the major product when 2-bromo-2-methylbutane is refluxed with KOH/ethanol? A)    B)    C)    D)    E)
B) Which compound listed below would you expect to be the major product when 2-bromo-2-methylbutane is refluxed with KOH/ethanol? A)    B)    C)    D)    E)
C) Which compound listed below would you expect to be the major product when 2-bromo-2-methylbutane is refluxed with KOH/ethanol? A)    B)    C)    D)    E)
D) Which compound listed below would you expect to be the major product when 2-bromo-2-methylbutane is refluxed with KOH/ethanol? A)    B)    C)    D)    E)
E) Which compound listed below would you expect to be the major product when 2-bromo-2-methylbutane is refluxed with KOH/ethanol? A)    B)    C)    D)    E)

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Which of the following reactions would yield 2-pentyne?


A) Which of the following reactions would yield 2-pentyne? A)    B)    C)    D)    E)
B) Which of the following reactions would yield 2-pentyne? A)    B)    C)    D)    E)
C) Which of the following reactions would yield 2-pentyne? A)    B)    C)    D)    E)
D) Which of the following reactions would yield 2-pentyne? A)    B)    C)    D)    E)
E) Which of the following reactions would yield 2-pentyne? A)    B)    C)    D)    E)

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Which of the following alcohols would probably undergo dehydration using 25% sulfuric acid below 100 oC? Which of the following alcohols would probably undergo dehydration using 25% sulfuric acid below 100 <sup>o</sup>C?   A) II,IV,V B) I,II,III C) III and IV D) III,IV,V E) all can be dehydrated


A) II,IV,V
B) I,II,III
C) III and IV
D) III,IV,V
E) all can be dehydrated

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