Custom eBook for Organic Chemistry
Custom eBook for Organic Chemistry
2nd Edition
ISBN: 9798214171104
Author: Straumanis
Publisher: Cengage Custom
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Chapter 8, Problem 9E

(a)

Interpretation Introduction

Interpretation: The curved arrow to show electron movement in the first carbocation rearrangement should be drawn.

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:

  Custom eBook for Organic Chemistry, Chapter 8, Problem 9E , additional homework tip  1

Some special carbocation may attain stability via ring explosion. This also occurs since five-membered rings are more stable than strained three or four-membered ring.

(b)

Interpretation Introduction

Interpretation: The curved arrow to show electron movement in the second carbocation rearrangement should be drawn.

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:

  Custom eBook for Organic Chemistry, Chapter 8, Problem 9E , additional homework tip  2

(c)

Interpretation Introduction

Interpretation: The force that drives this rearrangement should be illustrated.

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:

  Custom eBook for Organic Chemistry, Chapter 8, Problem 9E , additional homework tip  3

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Please answer this NEATLY, COMPLETELY, and CORRECTLY for an UPVOTE. What is the most stable carbocation below?
Review Topics) [References] Draw the products of the reaction shown. Electron flow is indicated with curved arrows. H.C. H :Br: CH₂ :OCH3 Include all valence lone pairs in your answer. ■Include counter-ions, e.g., Nat. I, in your submission, but draw them in their own separate s Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the right corner. Separate multiple products using the + sign from the drop-down menu. 85
ited Draw both resonance structures of the most stable carbocation intermediate in the reaction shown. od m... • You do not have to consider stereochemistry. . Do not include anionic counter-ions, e.g., I', in your answer. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom Separate resonance structures using the → symbol from the drop-down menu. ● CH4 + ? HBr

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Custom eBook for Organic Chemistry

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