The reaction of tert-butyl chloride, (CH3)3CCl, with water in an inert solvent gives tert-butyl alcohol, (CH3)3COH. What is the effect of doubling the concentration of water on the rate of the reaction?

A) the rate remains the same B) the rate decreases by a factor of 2 C) the rate increases by a factor of 2 D) the rate increases by a factor of 4 A) the rate remains the same B) the rate decreases by a factor of 2 C) the rate increases by a factor of 2 D) the rate increases by a factor of 4

Exam 9: Nucleophilic Substitution and Beta-Elimination

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The reaction of tert-butyl chloride, (CH₃)₃CCl, with water in an inert solvent gives tert-butyl alcohol, (CH₃)₃COH. What is the effect of doubling the concentration of water on the rate of the reaction?

(Multiple Choice)

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Question 21

Which of the following statements is not true regarding the S_N2 reaction of (R)-2-bromobutane with sodium cyanide?

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Question 22

Which of the following compounds is the most nucleophilic in polar protic solvents?

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Question 23

What is the major organic product obtained from the following reaction?

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Question 24

Which of the following energy diagrams represents the course of an exothermic S_N2 reaction?

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Question 25

What is the major organic product obtained from the following reaction?

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Question 26

Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of paris of electrons and the structure of reactive intermediates.

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Question 27

Draw all of the chloroalkanes that undergo base-promoted dehydrochlorination to form the following alkene?

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Question 28

Which of the following compounds undergoes the most rapid hydrolysis reaction?

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Question 29

Which of the following statements is true regarding the reactivity of 1 and 2 with potassium tert-butoxide?

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Question 30

Which of the following represents the transition state of the rate-determining step in the S_N1 reaction between tert-butyl chloride and water?

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Question 31

What is the major elimination product obtained from the following reaction?

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Question 32

What is the major organic product obtained from the following reaction?

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Question 33

Which of the following is not a characteristic of S_N1 reactions?

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Question 34

Which of the following represents the transition state of the reaction between methyl bromide and sodium methylthiolate, NaSCH₃?

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Question 35

What is the major organic product obtained from the following reaction?

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Question 36

Which of the following anions is the most nucleophilic in polar protic solvents?

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Question 37

Which of the following alkyl halides undergoes the fastest S_N2 reaction with sodium azide, NaN₃?

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Question 38

Which of the following most favors elimination rather substitution in a reaction with sodium methoxide?

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Question 39

What is the major organic product obtained from the following reaction?

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Question 40

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Exam 9: Nucleophilic Substitution and Beta-Elimination

The reaction of tert-butyl chloride, (CH3)3CCl, with water in an inert solvent gives tert-butyl alcohol, (CH3)3COH. What is the effect of doubling the concentration of water on the rate of the reaction?

Which of the following statements is not true regarding the SN2 reaction of (R)-2-bromobutane with sodium cyanide?

Which of the following compounds is the most nucleophilic in polar protic solvents?

What is the major organic product obtained from the following reaction?

Which of the following energy diagrams represents the course of an exothermic SN2 reaction?

What is the major organic product obtained from the following reaction?

Provide a neatly drawn mechanism for the following reaction, including curved arrows to show the movement of paris of electrons and the structure of reactive intermediates.

Draw all of the chloroalkanes that undergo base-promoted dehydrochlorination to form the following alkene?

Which of the following compounds undergoes the most rapid hydrolysis reaction?

Which of the following statements is true regarding the reactivity of 1 and 2 with potassium tert-butoxide?

Which of the following represents the transition state of the rate-determining step in the SN1 reaction between tert-butyl chloride and water?

What is the major elimination product obtained from the following reaction?

What is the major organic product obtained from the following reaction?

Which of the following is not a characteristic of SN1 reactions?

Which of the following represents the transition state of the reaction between methyl bromide and sodium methylthiolate, NaSCH3?

What is the major organic product obtained from the following reaction?

Which of the following anions is the most nucleophilic in polar protic solvents?

Which of the following alkyl halides undergoes the fastest SN2 reaction with sodium azide, NaN3?

Which of the following most favors elimination rather substitution in a reaction with sodium methoxide?

What is the major organic product obtained from the following reaction?

Covalent Bonding and Shapes of Molecules

Alkanes and Cycloalkanes

Stereoisomerism and Chirality

Acids and Bases

Alkenes: Bonding, Nomenclature, and Properties

Reactions of Alkenes

Alkynes

Haloalkanes, Halogenation, and Radical Reactions

Alcohols

Ethers, Epoxides, and Sulfides

Infrared Spectroscopy

Nuclear Magnetic Resonance Spectroscopy

Mass Spectrometry

An Introduction to Organometallic Compounds

Aldehydes and Ketones

Carboxylic Acids

Functional Derivatives of Carboxylic Acids

Enolate Anions and Enamines

Dienes, Conjugated Systems, and Pericyclic Reactions

Benzene and the Concept of Aromaticity

Reactions of Benzene and Its Derivatives

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The reaction of tert-butyl chloride, (CH₃)₃CCl, with water in an inert solvent gives tert-butyl alcohol, (CH₃)₃COH. What is the effect of doubling the concentration of water on the rate of the reaction?

Which of the following statements is not true regarding the S_N2 reaction of (R)-2-bromobutane with sodium cyanide?

Which of the following energy diagrams represents the course of an exothermic S_N2 reaction?

Which of the following represents the transition state of the rate-determining step in the S_N1 reaction between tert-butyl chloride and water?

Which of the following is not a characteristic of S_N1 reactions?

Which of the following represents the transition state of the reaction between methyl bromide and sodium methylthiolate, NaSCH₃?

Which of the following alkyl halides undergoes the fastest S_N2 reaction with sodium azide, NaN₃?