Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question

What is the likely mechanism of nucleophilic substitution for attached alkyl halide?

Br
Transcribed Image Text:Br
Expert Solution
Step 1

Alkyl halides undergo nucleophilic substitution reactions. Nucleophilic substitution reactions are reactions where a nucleophile ( species that are negatively charged ) with an abundance of electrons, replace a leaving group by reacting with an electrophile ( species that are positively charged ) that has a dearth of electrons. 

Step 2

Nucleophilic substitution reactions are basically of two types-

(1) SN1 reaction

SN1 reactions are called Nucleophilic substitution unimolecular reactions. The rate of the reaction depends on the concentration of only one species. The first step of these reactions is the formation of a carbocation by the loss of the leaving group. The next step includes the attack of the nucleophile to form the required product. Since tertiary carbocations are most stable thus, the reactivity order of carbocations in the decreasing order is-

tertiary carbocation > secondary carbocation > primary carbocation

 

(2) SN2  reactions are called Nucleophilic substitution bimolecular reactions. The first step includes the formation of a transition state with the nucleophile that attacks from the backside and the second step includes the loss of the leaving group. Both the first and second step occurs in a concerted mechanism. The reactivity order of carbocations in the decreasing order is-

primary carbocation > secondary carbocation > tertiary carbocation

steps

Step by step

Solved in 4 steps with 1 images

Blurred answer
Knowledge Booster
Ammonium Salts
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.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY