Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 9.6, Problem 23P

(a)

Interpretation Introduction

Interpretation:

The product of the given reaction under SN2 reaction conditions has to be drawn.

Concept Introduction:

Substitution reaction is a reaction in which an atom or group of a molecule is replaced by another atom or group.

SN2 reaction refers to bimolecular substitution reaction in which rate of the reaction depends on concentration of two reactive species.

(b)

Interpretation Introduction

Interpretation:

The product of the given reaction under SN1 reaction conditions has to be drawn.

Concept Introduction:

Substitution reaction is a reaction in which an atom or group of a molecule is replaced by another atom or group.

SN1 reaction refers to unimolecular substitution reaction in which rate of the reaction depends on concentration of only one reactive species.

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Shown below is the mechanism presented for the formation of biasplatin in reference 1 from the Background and Experiment document. The amounts used of each reactant are shown.  Either draw or describe a better alternative to this mechanism. (Note that the first step represents two steps combined and the proton loss is not even shown; fixing these is not the desired improvement.)  (Hints: The first step is correct, the second step is not; and the amount of the anhydride is in large excess to serve a purpose.)
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Draw a reasonable mechanism for the following reaction:

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