Pushing Electrons
Pushing Electrons
4th Edition
ISBN: 9781133951889
Author: Weeks, Daniel P.
Publisher: Cengage Learning
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Chapter 3, Problem 23EQ
Interpretation Introduction

Interpretation:

The bond making and breaking in the given species is to be represented.

Concept Introduction:

Molecules also show a simultaneous bond making and breaking. This can be illustrated nicely in the familiar SN2 reaction. A negatively charged nucleophile approaches a carbon atom having a leaving group in a direction anti to the leaving group. The pushable electrons are possessed by the nucleophile and the receptor is the carbon atom. The products are a compound having a C-Nu bond and the anion of the leaving group. Thus, Nu has been substituted for L.

Pushing Electrons, Chapter 3, Problem 23EQ

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Consider the given reaction in which NC−NC− is the nucleophile and CH3CNCH3CN is the solvent. The reactant molecule has a structure with solid and dashed wedge bonds. A solid wedge () is used to show the bond that is above the plane of the paper, and a dashed wedge () is used to show the bond that is behind the plane of the paper. Draw the product of the following reaction:
Finish the indicated reaction by filling in and starting materials, reagents or products as needed 
"Nucleophilic substitution reaction"" When does the bond between the leaving group and C break? Does it break at the same time that the new bond between the nucleophile and C forms? Or Does the bond to the leaving group break first.
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