ORGANIC CHEMISTRY PRINCIPLES & MECHANISM
ORGANIC CHEMISTRY PRINCIPLES & MECHANISM
2nd Edition
ISBN: 9780393681826
Author: KARTY
Publisher: NORTON
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 11, Problem 11.17P
Interpretation Introduction

Interpretation:

The complete, detailed mechanism for the formation of the major 1, 2-addition and 1, 4-addition products are to be drawn for the given reaction.

Concept introduction:

The electrophilic addition reaction in a case of conjugated diene system leads to the formation of a mixture of the isomeric products that are 1, 2-addition and 1, 4-addition products. The major products in 1, 2-addition and 1, 4-addition depend on the stability of the carbocation formed as the reaction intermediate. The most stable carbocation gives the major 1, 2-addition and 1, 4-addition products. The stability order for carbocation is Secondary benzylic > Tertiary > Primary benzylic, allylic > Secondary > Primary > Methyl etc. The 1, 2-addition occurs according to the Markovnikov rule, where the electrophile and a nucleophile get attached to C1 and C2 carbon atoms of an alkene (double bonded carbon atoms). In the 1, 4-addition, an electrophile and a nucleophile get added to C1 and C4 carbon atoms in the alkene. 1, 4-addition results when the carbocation intermediate is resonance stabilized.

Blurred answer
Students have asked these similar questions
Basic strength of organic bases.
Nucleophilic Aromatic Substitution: What is the product of the reaction? What is the name of the intermediate complex? *See image
Predict the final product. If 2 products are made, list which should be “major” and “minor”  *see attached

Chapter 11 Solutions

ORGANIC CHEMISTRY PRINCIPLES & MECHANISM

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
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License