Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 8, Problem 19CTQ
Interpretation Introduction

Interpretation: Reason for rearrangement shown below shows downhill in terms of potential energy should be explained.

  Organic Chemistry: A Guided Inquiry, Chapter 8, Problem 19CTQ

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 has a planar geometry.

The carbocation formed may rearrange itself to a more stable carbocation through a 1,2 hydride or 1,2 alkyl shift. The rearrangement of carbocation occurs due to higher stability of 3° carbocation compared to 2° carbocation. Such a rearrangement during reaction occurs via carbocation intermediate is known as Wagen-Meerwein rearrangement.

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Organic Chemistry: A Guided Inquiry

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