Chapter 8 - Chapter8NucleophilicSubstitution Student:_ 1.

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Chapter 8 Nucleophilic Substitution Student: ___________________________________________________________________________ 1. Identify the nucleophile in the following reaction. A. CH 3 Br B. OH ¯ C. H 2 O D. Br ¯ 2. Identify the leaving group in the following reaction. A. CH 3 CH 2 Br B. HS ¯ C. Br ¯ D. CH 3 OH 3. Which of the following cannot act as a nucleophile? A. NH 3 B. H 2 O C. I ¯ D. CH 4 4. In the S N 2 reaction, the "2" stands for A. two reactants in the reaction. B. two steps in the reaction. C. two intermediates in the reaction. D. bimolecular kinetics for the reaction.
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5. Which of the following undergoes a substitution reaction with sodium cyanide in DMSO at the fastest rate? A. CH 3 CH 2 F B. CH 3 CH 2 Cl C. CH 3 CH 2 Br D. CH 3 CH 2 I 6. 1-Chloro-4-fluorobutane is reacted with one equivalent of sodium iodide in acetone. During the reaction a precipitate forms. What is the precipitate? A. FCH 2 CH 2 CH 2 CH 2 I B. ClCH 2 CH 2 CH 2 CH 2 I C. NaCl D. NaF 7. The rate law for the following reaction is A. rate = k[CH 3 CH 2 CH 2 Cl]. B. rate = k[CH 3 CH 2 CH 2 Cl][NaCN]. C. rate = k[CH 3 CH 2 CH 2 Cl][NaCN] 2 . D. rate = k[NaCN]. 8. Which of the following reacts the fastest by the S N 2 mechanism? A. CH 3 Br B. CH 3 CH 2 Br C. (CH 3 ) 2 CHBr D. (CH 3 ) 3 CBr
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9. Give the product(s) of the following reaction? A. A B. B C. C D. a mixture of A and B 10. Which halide ion reacts the fastest with cyclopentyl p -toluenesulfonate in ethanol/water? A. A B. B C. C D. D
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11. Which one of the following species forms the strongest ion-dipole attraction with 18-crown-6? A. F - B. K + C. Cr 2 O 7 2- D. Br 2 12. Identify the major product(s) in the reaction of (R)-2-bromopentane with sodium cyanide in DMSO? A.
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Chapter 8 - Chapter8NucleophilicSubstitution Student:_ 1.

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