Organic Chemistry: Principles And Mechanisms
Organic Chemistry: Principles And Mechanisms
2nd Edition
ISBN: 9780393663549
Author: KARTY, Joel
Publisher: W. W. Norton and Company
bartleby

Concept explainers

Question
Book Icon
Chapter 14, Problem 14.63P
Interpretation Introduction

(a)

Interpretation:

For the given pair of substrates, it is to be explained which one will undergo an SN1 reaction faster.

Concept introduction:

In SN1 reaction, the first, rate-determining step involves removal of the leaving group to form a carbocation. The stability of the carbocation decides the speed it is formed. Since this is the rate-determining step, the overall reaction rate depends on the stability of the carbocation. The more stable the carbocation, the faster the reaction rate.

The stability of a carbocation depends mainly on two factors, the number of substituents on the same carbon and the number of atoms over which the charge may be delocalized. The higher the number of substituents on the carbocation, the more its stability. The more the number of atoms over which the charge is delocalized, the higher the stability o the carbocation.

Interpretation Introduction

(b)

Interpretation:

For the given pair of substrates, it is to be explained which one will undergo an SN1 reaction faster.

Concept introduction:

In SN1 reaction, the first, rate-determining step involves removal of the leaving group to form a carbocation. The stability of the carbocation decides the speed it is formed. Since this is the rate-determining step, the overall reaction rate depends on the stability of the carbocation. The more stable the carbocation, the faster the reaction rate.

The stability of a carbocation depends mainly on two factors, the number of substituents on the same carbon and the number of atoms over which the charge may be delocalized. The higher the number of substituents on the carbocation, the more its stability. The more the number of atoms over which the charge is delocalized, the higher the stability o the carbocation.

Blurred answer
Students have asked these similar questions
Reaction Fill-ins Part 2! Predict the product(s) OR starting material of the following reactions. Remember, Hydride shifts are possible if/when a more stable carbocation can exist (depending on reaction mechanism)! Put your answers in the indicated boxes d. d. ง HCI
A cylinder contains 12 L of water vapour at 150˚C and 5 atm. The temperature of the water vapour is raised to 175˚C, and the volume of the cylinder is reduced to 8.5 L. What is the final pressure of the gas in atmospheres? assume that the gas is ideal
On the next page is an LC separation of the parabens found in baby wash. Parabens are suspected in a link to breast cancer therefore an accurate way to quantitate them is desired. a. In the chromatogram, estimate k' for ethyl paraben. Clearly indicate what values you used for all the terms in your calculation. b. Is this a "good" value for a capacity factor? Explain. c. What is the resolution between n-Propyl paraben and n-Butyl paraben? Again, indicate clearly what values you used in your calculation. MAU | Methyl paraben 40 20 0 -2 Ethyl paraben n-Propyl paraben n-Butyl paraben App ID 22925 6 8 min

Chapter 14 Solutions

Organic Chemistry: Principles And Mechanisms

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
Text book image
Pushing Electrons
Chemistry
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Cengage Learning