Organic Chemistry-Package(Custom)
Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
Chapter 7, Problem 7.26P

What happens to the rate of an S N 1 reaction under each of the following conditions?

a. [ RX ] is tripled, and [ Nu ] stays the same.

b. Both [ RX ] and [ Nu ] are tripled.

c. [ RX ] is halved, and [ Nu ] stays the same.

d. [ RX ] is halved, and [ Nu ] is doubled.

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The change that occurs to the rate of an SN1 reaction when [RX] is tripled and [Nu] stays the same is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.

Answer to Problem 7.26P

The rate of the reaction increases by three times when the concentration of [RX] is tripled.

Explanation of Solution

The rate of SN1 reaction depends upon the concentration of reactant (alkyl halide, RX) only. The concentration of incoming nucleophile (Nu) has no effect on the rate of SN1 reaction.

The rate of SN1 reaction is expressed as,

Rate=k[RX]

According the given statement, the concentration of [RX] is tripled. Hence, the rate of the reaction is,

Rate=k[3RX]=3(k[RX])

Therefore, the rate of the reaction increases by three times when the concentration of [RX] is tripled.

Conclusion

The rate of the reaction increases by three times when the concentration of [RX] is tripled.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The change that occurs to the rate of an SN1 reaction when both [RX] and [Nu] are tripled is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.

Answer to Problem 7.26P

The rate of the reaction increases by three times when the concentration of both [RX] and [Nu] is tripled.

Explanation of Solution

The rate of SN1 reaction depends upon the concentration of reactant (alkyl halide, RX) only. The concentration of incoming nucleophile (Nu) has no effect on the rate of SN1 reaction.

The rate of SN1 reaction is expressed as,

Rate=k[RX]

According the given statement, the concentration of both [RX] and [Nu] is tripled. Hence, the rate of the reaction is,

Rate=k[3RX]=3(k[RX])

Therefore, the rate of the reaction increases by three times when the concentration of both [RX] and [Nu] is tripled.

Conclusion

The rate of the reaction increases by three times when the concentration of both [RX] and [Nu] is tripled.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The change that occurs to the rate of an SN1 reaction when [RX] is halved and [Nu] stays the same is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.

Answer to Problem 7.26P

The rate of the reaction decreases by half when the concentration of [RX] is halved and [Nu] stays the same.

Explanation of Solution

The rate of SN1 reaction depends upon the concentration of reactant (alkyl halide, RX) only. The concentration of incoming nucleophile (Nu) has no effect on the rate of SN1 reaction.

The rate of SN1 reaction is expressed as,

Rate=k[RX]

According the given statement, the concentration of both [RX] is halved and [Nu] stays the same. Hence, the rate of the reaction is,

Rate=k[12×RX]=12(k[RX])

Therefore, the rate of the reaction decreases by half when the concentration of [RX] is halved and [Nu] stays the same.

Conclusion

The rate of the reaction decreases by half when the concentration of [RX] is halved and [Nu] stays the same.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The change that occurs to the rate of an SN1 reaction when [RX] is halved and [Nu] is doubled is to be predicted.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as a nucleophile. In a nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking the electron deficient carbon atom.

Answer to Problem 7.26P

The rate of the reaction decreases by half when the concentration of [RX] is halved and [Nu] is doubled.

Explanation of Solution

The rate of SN1 reaction depends upon the concentration of reactant (alkyl halide, RX) only. The concentration of incoming nucleophile (Nu) has no effect on the rate of SN1 reaction.

The rate of SN1 reaction is expressed as,

Rate=k[RX]

According the given statement, the concentration of both [RX] is halved and [Nu] is doubled. Hence, the rate of the reaction is,

Rate=k[12RX]=12k[RX]

Therefore, The rate of the reaction decreases by half when the concentration of [RX] is halved and [Nu] is doubled.

Conclusion

The rate of the reaction decreases by half when the concentration of [RX] is halved and [Nu] is doubled.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
1. The reaction shown below has a rate law equation of rate = k[PtL3X+]. What would happen to the rate if the concentration of both [PtL3X]+ and Y- are doubled?  A.There will be no change in the rate.  B.The rate will be halved. C.The rate will be doubled. D.The rate will be quadrupled.
Draw an energy diagram for each reaction. Label the axes, the starting material, product, transition state, ΔHo, and Ea. a. a concerted reaction with ΔHo = −80 kJ/mol and Ea = 16 kJ/mol a two-step reaction, A → B → C, in which the relative energy of the compounds is A < C < B, and the step A → B is rate-determining
8. Given the following rate law, how does the rate of reaction change if the concentration of Y is doubled? Rate = k [X][Y]² A. The rate of reaction will increase by a factor of 2. B. The rate of reaction will increase by a factor of 4. C. The rate of reaction will increase by a factor of 5. D. The rate of reaction will decrease by a factor of 2. E. The rate of reaction will remain unchanged.

Chapter 7 Solutions

Organic Chemistry-Package(Custom)

Ch. 7 - Prob. 7.11PCh. 7 - Prob. 7.12PCh. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.14PCh. 7 - Prob. 7.15PCh. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Prob. 7.20PCh. 7 - Prob. 7.21PCh. 7 - Draw an energy diagram for the reaction in Problem...Ch. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.24PCh. 7 - Prob. 7.25PCh. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.29PCh. 7 - Prob. 7.30PCh. 7 - Which alkyl halide in each pair reacts faster in...Ch. 7 - Prob. 7.32PCh. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Prob. 7.40PCh. 7 - Prob. 7.41PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c....Ch. 7 - Prob. 7.45PCh. 7 - Classify each alkyl halide in Problem 7.44 as 1 ,...Ch. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Prob. 7.48PCh. 7 - Draw the substitution product that results when...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.51PCh. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Prob. 7.54PCh. 7 - Prob. 7.55PCh. 7 - Prob. 7.56PCh. 7 - 7.53 Consider the following reaction. Draw a...Ch. 7 - Prob. 7.58PCh. 7 - Prob. 7.59PCh. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.61PCh. 7 - Prob. 7.62PCh. 7 - Prob. 7.63PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - Prob. 7.65PCh. 7 - Prob. 7.66PCh. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.68PCh. 7 - Prob. 7.69PCh. 7 - Diphenhydramine, the antihistamine in Benadryl,...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.73PCh. 7 - Prob. 7.74PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.76PCh. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Prob. 7.79PCh. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Prob. 7.81PCh. 7 - Prob. 7.82PCh. 7 - Prob. 7.83PCh. 7 - Prob. 7.84PCh. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.86PCh. 7 - In some nucleophilic substitutions under SN1...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Text book image
Chemistry for Engineering Students
Chemistry
ISBN:9781337398909
Author:Lawrence S. Brown, Tom Holme
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher:Cengage Learning
Enzymes - Effect of cofactors on enzyme; Author: Tutorials Point (India) Ltd;https://www.youtube.com/watch?v=AkAbIwxyUs4;License: Standard YouTube License, CC-BY
Enzyme Catalysis Part-I; Author: NPTEL-NOC IITM;https://www.youtube.com/watch?v=aZE740JWZuQ;License: Standard Youtube License