ch07-testbank

Package Title: Test Bank Course Title: Klein 2e Chapter Number: 7

Question type: Multiple Choice

1)

Which of the following is a substitution reaction?

A) I B) II C) III D) IV Answer: B Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

2) Which of the following is a substitution reaction? reaction?

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A) B) C) D)

I II III IV

Answer: C Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

3) Which of the following following is a substitution substitution reaction?

A) B) C) D)

I II III IV

Answer: A Difficulty: Medium Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

4)

What is the nucleophile in the following reaction?















A) B) C) D)

I II III IV

Answer: B Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

5)

What is the electrophile in the following reaction?

A) B) C) D)

I II III IV

Answer: A Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

6)

What is the nucleophile in the following reaction?















A) B) C) D)

I II III IV

Answer: B Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

7)

What is the electrophile in the following reaction?

A) B) C) D)

I II III IV

Answer: A Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1















8)

For the following reaction, label the nucleophile, electrophile, and leaving group.

leaving group Br

SCH3

+

Answer:

electrophile

Na SCH3

+

Na Br

nucleophile

Difficulty: Medium Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.1

9)

For the following reaction, label the nucleophile, electrophile, and leaving group.

O

O

Br

+

+ Br

Electrophile

Leaving Gr Group

Nucleophile Answer: Difficulty: Medium Learning Objective 1: Introduction to Substitution Reactions















10)

What is the IUPAC name for the following compound?

A) B) C) D)

3-Fluorobutane 2-Fluorobutane (S)-2-Fluorobutane (R)-2-Fluorobutane

Answer: C Difficulty: Easy Learning Objective 1: Introduction to Substitution Reactions Section Reference 1: 7.2

11)


A) B) C) D)

Chlorocyclopentane 2-Chloro-1-methylcyclopentane 1-Methyl-2-chlorocyclopentane 1-Chloro-2-methylcyclopentane

Answer: D Difficulty: Easy Learning Objective 1: Alkyl Halides Section Reference 1: 7.2

12)


















A) B) C) D) E)

2-Bromo-4-pentylhexane (2S,4S)-2-Bromo-4,5-diethylheptane 3,4-Diethyl-6-bromoheptane 2-Bromo-4-methylhexane (2R,4R)-2-Bromo-4,5-diethylheptane

Answer: B Difficulty: Medium Learning Objective 1: Alkyl Halides Section Reference 1: 7.2

13)


A) B) C) D)

1,2-bromocyclopentane (1R, 2S)-1,2-dibromocyclopentane (1S, 2S)-1,2-dibromocyclopentane (1S, 2R)-1,2-dibromocyclopentane

















Answer: 1,1-dibromocyclobutane Learning Objective 1: Alkyl Halides Section Reference 1: 7.2 Difficulty: Medium

15)


Answer: 2-bromo-5-fluorohexane Learning Objective 1: Alkyl Halides Section Reference 1: 7.2 Difficulty: Medium

16)


















17)

What is the correct structure for 2-bromo-3-methylbutane?

A) B) C) D)

I II III IV

Answer: A Learning Objective 1: Alkyl Halides Halides Section Reference 1: 7.2 Difficulty: Easy

18)

What is the correct structure for 3-ethyl-1-iodocyclohexane?

A) B) C) D)

I II III IV

















19)

What is the correct structure for (2S,5R)-2-fluoro-5-methylnonane?

A) B) C) D)

I II III IV

Answer: D Learning Objective 1: Alkyl Halides Halides Section Reference 1: 7.2 Difficulty: Medium

20)

Provide the structure for 1-chloro-4-isopropylheptane. Cl

















Br

Br

Br

OR

Br

Answer: Learning Objective 1: Alkyl Halides Section Reference 1: 7.2 Difficulty: Medium

22)

Provide the structure for (4R,8S)-4-iodo-2,2,8-trimethyldecane.

Answer: I

Learning Objective 1: Alkyl Halides Section Reference 1: 7.2 Difficulty: Hard

23)

Which of the following is a primary alkyl halide?

A) B) C) D)

(CH3)2CHCH2Cl (CH3)2CClCH2CH3 (CH3)2CHCHClCH3 (CH3)2CHCH2CCl(CH3)2

Answer:

A



















24)

Which of the following is a secondary alkyl halide?

A) B) C) D)

(CH3)2CHCH2Cl (CH3)2CClCH3 (CH3)2CHCHClCH3 (CH3)2CHCH2CCl(CH3)2

Answer: C Learning Objective 1: Alkyl Halides Halides Section Reference 1: 7.2 Difficulty: Easy

25)

Which of the following is a tertiary alkyl halide?

A) B) C) D)

(CH3)2CHCH2Cl (CH3)2CClCH2CH3 (CH3)2CHCHClCH3 (CH3)2CHCH2CHClCH2CH3

Answer: B Learning Objective 1: Alkyl Halides Halides



















27)

Which of the following is a tertiary alkyl halide?

A) B) C) D)

1-Bromo-2-methylpropane 2-Bromopropane 1-Bromobutane 2-Bromo-2-methylpropane

Answer: D Learning Objective 1: Alkyl Halides Halides Section Reference 1: 7.2 Difficulty: Medium

28)

What is the classification for the following halide?



















30) A) B) C) D)

When drawing a curved arrow mechanism, the tail of the arrow starts at______.

the bond that is being formed the atom with the positive charge the source of electrons that is being moved the location to which the electrons are being moved

Answer: C Learning Objective 1: Possible Mechanisms for Substitution Reactions Reactions Section Reference 1: 7.3 Difficulty: Easy

31) A) B) C) D)

When drawing a curved arrow mechanism, the head of the arrow goes to____.

the bond that is being formed the bond that that is being broken the source of electrons that is being moved the location to which the electrons are being moved



















Answer: D Learning Objective 1: Possible Mechanisms for Substitution Reactions Reactions Section Reference 1: 7.3 Difficulty: Easy

33)

Provide a curved arrow mechanism for the following reaction

Cl

Na CN

CN

+ Na Cl

Answer: Learning Objective 1: Possible Mechanisms for Substitution Reactions Section Reference 1: 7.3 Difficulty: Medium



















O Cl

O Na

+ NaCl

Answer: Learning Objective 1: Possible Mechanisms for Substitution Reactions Section Reference 1: 7.3 Difficulty: Hard

36)

Provide a curved arrow mechanism for the following reaction.





















Answer:

I +I

Cl

Cl

Learning Objective 1: Possible Mechanisms for Substitution Reactions Section Reference 1: 7.3 Difficulty: Medium

38)

Provide a curved arrow mechanism for the following reaction.





















Answer: C Learning Objective 1: The S N 2 Mechanism Section Reference 1: 7.4 Difficulty: Easy

40)

Which of the following is the rate equation for the following reaction?

CH3CH2CH2CHBrCH3 + NaN3  CH3CH2CH2CHN3CH3 + NaBr A) Rate = k[CH3CH2CH2CHBrCH3] B) Rate = k[NaN3]





















42)

Consider the following S N2 reaction,

Assuming no other changes, what is the effect on the rate, if the concentration concent ration of NaN3 is tripled? A) No effect B) It would double the rate





















44)

Consider the following S N2 reaction,

Assuming no other changes, what is the effect on the rate, if the concentration co ncentration of 2-bromopentane is doubled and the concentration of CH3CH2COONa is halved? A) No effect





















Difficulty: Easy

46)

Predict the product for the following S N2 reaction.























C) III D) IV E) V Answer:

D













































N3























Answer: B Learning Objective 1: The S N 2 Mechanism Section Reference 1: 7.4 Difficulty: Medium























Difficulty: Medium

56)

Which of the following alkyl halides will undergo the slowest S 2 reaction?

















































































































































































































































































































































































































































ch07-testbank

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