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What is the IUPAC name for the following compound? What is the IUPAC name for the following compound? A) 4-Ethyl-3-methyl-1-octen-5-ol B) 3-Ethyl-4-methyl-2-octen-5-ol C) 5-Ethyl-6-methyl-7-octen-4-ol D) 4-Ethyl-6-methyl-1-octen-5-ol


A) 4-Ethyl-3-methyl-1-octen-5-ol
B) 3-Ethyl-4-methyl-2-octen-5-ol
C) 5-Ethyl-6-methyl-7-octen-4-ol
D) 4-Ethyl-6-methyl-1-octen-5-ol

E) A) and D)
F) None of the above

Correct Answer

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound? A) (E,R) -4-bromo-4-hexen-2-ol B) (Z,R) -4-bromo-4-hexen-2-ol C) (E,S) -4-bromo-4-hexen-2-ol D) (Z,S) -4-bromo-4-hexen-2-ol


A) (E,R) -4-bromo-4-hexen-2-ol
B) (Z,R) -4-bromo-4-hexen-2-ol
C) (E,S) -4-bromo-4-hexen-2-ol
D) (Z,S) -4-bromo-4-hexen-2-ol

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

Correct Answer

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B

Predict the major product of the following reaction. Predict the major product of the following reaction. A) I B) II C) III D) IV


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

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

Correct Answer

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What is the major product of the following reaction? What is the major product of the following reaction? A) I B) II C) III D) IV


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

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

Correct Answer

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Which of the following compounds has the highest boiling point? Which of the following compounds has the highest boiling point? A) I B) II C) III D) IV


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

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

Correct Answer

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What is (are) the major product(s) obtained from the following reaction? What is (are) the major product(s) obtained from the following reaction? A) Only I B) Only II C) Only III D) Only I and II


A) Only I
B) Only II
C) Only III
D) Only I and II

E) All of the above
F) None of the above

Correct Answer

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Which of the following statements about hydroboration/oxidation of alkenes is true?


A) In hydroboration,the boron atom bonds to the more substituted carbon.
B) Hydroboration occurs with anti addition.
C) Oxidation occurs with retention of configuration.
D) 9-BBN does not undergo hydroboration in the same manner as BH3.

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

Correct Answer

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What is (are) the major product(s) obtained from the following reaction? What is (are) the major product(s) obtained from the following reaction? A) Only I B) Only II C) Only III D) Only I and II


A) Only I
B) Only II
C) Only III
D) Only I and II

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

Correct Answer

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What is the best choice of reagent to accomplish the following transformation? What is the best choice of reagent to accomplish the following transformation? A) HBr B) Br<sub>2</sub>,H<sub>2</sub>O C) Br<sub>2</sub> D) H<sub>2</sub>O<sub>2</sub>/Br<sub>2</sub>


A) HBr
B) Br2,H2O
C) Br2
D) H2O2/Br2

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

Correct Answer

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What is the major product obtained from the following reaction? What is the major product obtained from the following reaction? A) I B) II C) III D) IV


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

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

Correct Answer

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A

Calculate the degree of unsaturation for a molecule with molecular formula C8H9N.


A) 2
B) 3
C) 4
D) 5

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

Correct Answer

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What is (are) the missing reagent(s) in the following reaction? What is (are) the missing reagent(s) in the following reaction? A) Br<sub>2</sub>/CCl<sub>4</sub> B) NBS,DMSO/H<sub>2</sub>O C) [1] Br<sub>2</sub>; [2] H<sub>2</sub>O D) [1] BH<sub>3</sub>; [2] H<sub>2</sub>O<sub>2</sub>/HO<sup>-</sup>


A) Br2/CCl4
B) NBS,DMSO/H2O
C) [1] Br2; [2] H2O
D) [1] BH3; [2] H2O2/HO-

E) None of the above
F) B) and D)

Correct Answer

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Which of the following statements about alkenes is not true?


A) They are less reactive than alkanes.
B) They can exist as cis/trans isomers.
C) The bond angle around the C-C double bond is approximately 120°.
D) The carbon of the C-C double bond is sp2 hybridized.

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

Correct Answer

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Predict the product of the following reaction,ignoring stereochemistry. Predict the product of the following reaction,ignoring stereochemistry. A) I B) II C) III D) IV


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

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

Correct Answer

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Rank the following isomers in order of increasing boiling point,putting the least first. Rank the following isomers in order of increasing boiling point,putting the least first. A) I < II < III B) I < III < II C) II < III < I D) II < I < III


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

E) A) and B)
F) None of the above

Correct Answer

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Which of the following reaction conditions would result in anti-Markovnikov addition to an alkene?


A) H2O/H3O+
B) HBr
C) HCl
D) [1] BH3; [2] H2O2/HO-

E) A) and B)
F) All of the above

Correct Answer

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D

Rearrangements can occur in which of the following reactions?


A) Addition of Cl2 to an alkene.
B) Addition of HOBr to an alkene.
C) Addition of H2O/H3O+ to an alkene.
D) None of these.

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

Correct Answer

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Which of the following statements about the stereochemistry of electrophilic addition of HX to alkenes is true?


A) Achiral starting materials yield an unequal mixture of two enantiomers.
B) Hydrohalogenation occurs with syn stereochemistry only.
C) Hydrohalogenation occurs with anti stereochemistry only.
D) Hydrohalogenation occurs with syn and anti addition of HX.

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

Correct Answer

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What type of reactive intermediate is formed in the reaction of an alkene with Br2 and H2O to give a bromohydrin?


A) Carbanion
B) Radical
C) Carbocation
D) Cyclic bromonium ion

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

Correct Answer

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Predict the major product of the following reaction. Predict the major product of the following reaction. A) I B) II C) III D) IV


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

E) A) and C)
F) All of the above

Correct Answer

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