Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 7, Problem 7.25P
Interpretation Introduction

(a)

Interpretation:

The appropriate curved arrows and the products for each set of reactants undergoing the coordination step are to be drawn. Lewis acid and Lewis base from the given reactants is to be identified.

Concept introduction:

In a coordination step, a curved arrow is drawn to show the flow of electrons from an electron-rich site to an electron-poor site to form a bond.

Since Lewis acid has an incomplete octet, it accepts the electron pair from a Lewis base, which is an electron rich species. Lewis base has an atom with partial or full negative charge and a lone pair of electrons.

Interpretation Introduction

(b)

Interpretation:

The Curved arrow notation for heterolysis step to regenerate the reactant is to be drawn.

Concept introduction:

In a heterolysis step, the bond to the substrate is broken and the bonding electrons become a lone pair on the leaving group.

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(a) Draw the products of the proton transfer reaction shown here. (b) Draw a free energy diagram for this reaction, indicating whether it is endothermic or OH ? exothermic.
Can you help me draw the mechanism arrows for this reaction and determine if the reaction is going forward or reverse?
a) Draw the product(s) of the acid/base reaction. b) Will the equilibrium lie left or right?

Chapter 7 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

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