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Test Bank For Organic Chemistry 11th Edition By Francis Carey

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Test Bank For Organic Chemistry 11th Edition By Francis Carey

Chapter 6 Nuclophilic Substitution

1) Identify the leaving group in the following reaction.

A) CH3CH2Br
B) HS
C) Br
D) CH3OH

2) Which of the following undergoes a substitution reaction with sodium cyanide in DMSO at the fastest rate?
A) CH3CH2F
B) CH3CH2Cl
C) CH3CH2Br
D) CH3CH2I

3) 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) FCH2CH2CH2CH2I
B) ClCH2CH2CH2CH2I
C) NaCl
D) NaF

4) Rank the following in decreasing order of leaving group ability.

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

5) Which of the following undergoes SN1 solvolysis in ethanol/water at the fastest rate?

A) A
B) B
C) C
D) D

6) The rate law for the following reaction is

A) rate = k[CH3CH2CH2Cl].
B) rate = k[CH3CH2CH2Cl][NaCN].
C) rate = k[CH3CH2CH2Cl][NaCN]2.
D) rate = k[NaCN].

7) In the SN2 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.

8) Identify the major product(s) in the reaction of (R)-2-bromopentane with sodium cyanide in DMSO.
A) (R)-2-cyanopentane
B) (S)-2-cyanopentane
C) racemic mixture of 2-cyanopentane
D) trans-2-pentene

9) A pentacoordinate carbon is a transition state in the ________ mechanism.
A) SN1
B) SN2
C) E1
D) E2

10) Which of the following does not correctly describe SN2 reactions of alkyl halides?
A) Tertiary halides react faster than secondary halides.
B) Rate of reaction depends on the concentrations of both the alkyl halide and the nucleophile.
C) The mechanism consists of a single step with no intermediates.
D) The transition state species has a pentavalent carbon atom.

11) The mechanism of the following reaction is

A) SN1.
B) SN2.
C) SN1/2.
D) SN1−2.

12) The species shown below represents the transition state for the

A) reaction of 1-propanol with HBr.
B) reaction of 1-bromopropane with OH−.
C) elimination of HBr from 1-bromopropane.
D) addition of HBr to propene with peroxides.

13) Which of the following is the double substitution product of the reaction below?

A) A
B) B
C) C
D) D

14) Which of the following mechanistic steps is the most likely route for the formation of the cyclic ether shown?

A) A
B) B
C) C
D) D

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