Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
Question
Book Icon
Chapter 8, Problem 7E
Interpretation Introduction

Interpretation: The most likely hydride shift that will occur for each of the below carbocations should be depicted with curved arrow and reason behind lowered potential energy for thus newly formed carbocation should be explained.

  Organic Chemistry: A Guided Inquiry, Chapter 8, Problem 7E , additional homework tip  1

Concept introduction: Carbocation is a general term employed for a postively charged carbon irrespective of valency of carbon. In carbocation, carbon is bonded to 3 atoms or groups and has only sextet of electrons so it behaves as an electron-deficient species. It is sp2 hybridized with a vacant p orbital and has a planar geometry.

The order of relative stability of various possible carbocation species is as follows:

  Organic Chemistry: A Guided Inquiry, Chapter 8, Problem 7E , additional homework tip  2

Thus, whenever possibility to attain lower energy by rearrangement is there hydride or alkyl shift may occurs and results in more stable carbocation. This type of rearrangement is highly favorable in polar solvents.

Blurred answer
Students have asked these similar questions
predict the product of each of the following reactions. Mono-halogenated products only for any radical halogenation reactions.
According to Hammond's postulate, which of the following is correct? The structure of the transition state of an endothermic reaction will be more similar to the structure of the reagents than to that of the products. The structure of the intermediary in an endothermic reaction will be more similar to the structure of the reagents than to that of the products. The transition state structure of an exothermic reaction will be more similar to reagents than to products. All transition states are more similar to products than reagents All transition states are more similar to reagents than products.
Consider the molecule given below. In theory, there are only two inequivalent hydrogens in this molecule that could be substituted by Br in a free radical bromination – circle them. Put an asterisk to mark the one most likely to be substituted first. However, there are 5 possible products from free radical bromination. Draw all the products and show using arrow formalism how the intermediate radicals leading to these products formed

Chapter 8 Solutions

Organic Chemistry: A Guided Inquiry

Knowledge Booster
Background pattern image
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