Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 7, Problem 7.38P
Interpretation Introduction

(a)

Interpretation:

It is to be explained why the heterolysis step on the left does not occur readily than the one on the right.

Concept introduction:

Heterolysis is an elementary step in which a single bond is broken, and both the electrons from that bond end up on one of the atoms initially involved in the bond. In this step, when the bond breaks, the bonding pair of electrons gets distributed unequally. This results in the formation of a positively charged species and a negatively charged species. The alkyl groups attached to positively charged species stabilizes the positive charge. The increasing order for the stability of carbocations is: methyl < primary < secondary < tertiary. As the number of alkyl groups attached to the carbon bearing a positive charge increases, the stability of a carbocation increases.

Driving force is responsible for the elementary step to go to completion. The driving force for a reaction is the extent to which the reaction favors products over reactants, and that tendency increases with increasing stability of the products relative to the reactants. Charge stability and total bond energy are two major factors that contribute to a reaction’s driving force. The amount of energy required to break a bond is termed as bond energy.

Interpretation Introduction

(b)

Interpretation:

It is to be explained why the heterolysis step on the left does not occur readily than the one on the right.

Concept introduction:

Heterolysis is an elementary step in which a single bond is broken, and both the electrons from that bond end up on one of the atoms initially involved in the bond. In this step, when the bond breaks, the bonding pair of electrons gets distributed unequally. This results in the formation of a positively charged species and a negatively charged species. The alkyl groups attached to positively charged species stabilizes the positive charge. The increasing order for the stability of carbocations is: methyl < primary < secondary < benzylic < tertiary. As the number of alkyl groups attached to the carbon bearing a positive charge increases, the stability of a carbocation increases.

Driving force is responsible for an elementary step to go to completion. The driving force for a reaction is the extent to which the reaction favors products over reactants, and that tendency increases with increasing stability of the products relative to the reactants. Charge stability and total bond energy are two major factors that contribute to a reaction’s driving force. The amount of energy required to break a bond is termed as bond energy.

Interpretation Introduction

(c)

Interpretation:

It is to be explained why the heterolysis step on the left does not occur readily than the one on the right.

Concept introduction:

Heterolysis is an elementary step in which a single bond is broken and both the electrons from that bond end up on one of the atoms initially involved in the bond. In this step, when the bond breaks, the bonding pair of electrons gets distributed unequally. This results in the formation of a positively charged species and a negatively charged species.

Polar protic solvents tend to solvate both cations and anions very strongly, whereas, polar aprotic solvent tend to solvate cations very strongly, but not anions.

Driving force is responsible for an elementary step to go to completion. The driving force for a reaction is the extent to which the reaction favors products over reactants, and that tendency increases with increasing stability of the products relative to the reactants. Charge stability and total bond energy are two major factors that contribute to a reaction’s driving force. The amount of energy required to break a bond is termed as bond energy.

Interpretation Introduction

(d)

Interpretation:

It is to be explained why the heterolysis step on the left does not occur readily than the one on the right.

Concept introduction:

Heterolysis is an elementary step in which a single bond is broken, and both the electrons from that bond end up on one of the atoms initially involved in the bond. In this step, when the bond breaks, the bonding pair of electrons gets distributed unequally. This results in the formation of a positively charged species and a negatively charged species.

During nucleophilic substitution reactions, a nucleophile forms a bond to the substrate, and at the same time, the bond to the leaving group is broken. Leaving group comes off in the form of a negatively charged species. Larger atoms accommodate the negative charge better as compared to smaller atoms. Leaving groups are typically conjugate bases of strong acids. Driving force is responsible for an elementary step to go to completion. The driving force for a reaction is the extent to which the reaction favors products over reactants, and that tendency increases with increasing stability of the products relative to the reactants. Charge stability and total bond energy are two major factors that contribute to a reaction’s driving force. The amount of energy required to break a bond is termed as bond energy.

Blurred answer
Students have asked these similar questions
Predict the major products of the following organic reaction: + A ? Some important notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. Explanation Check Click and drag to start drawing a structure. C © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Cente
Polar solutes are most likely to dissolve into _____, and _____ are most likely to dissolve into nonpolar solvents. A. nonpolar solutes; polar solvents B. nonpolar solvents; polar solvents C. polar solvents; nonpolar solutes D. polar solutes; nonpolar solvents
Deducing the Peactants Can the molecule on the right-hand side of this organic reaction be made in good yield from no more than two reactants, in one step, by moderately heating the reactants? ? Δ If your answer is yes, then draw the reactant or reactants in the drawing area below. You can draw the reactants in any arrangement you like. If your answer is no, check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center X

Chapter 7 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

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
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY