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 14, Problem 14.45P
Interpretation Introduction

(a)

Interpretation:

Total number of Π electrons present in a polycyclic hydrocarbon coronene is to be determined.

Concept introduction:

Each C=C double bond consists of two Π electrons.

Interpretation Introduction

(b)

Interpretation:

It is to be explained whether the number of Π electrons in the given compound is consistent with the fact that the compound is aromatic.

Concept introduction:

A molecule, to be aromatic, must obey Huckel’s rule (4n+2)π electrons. Huckel’s rule for aromaticity states that if a species possesses a pi system of molecular orbitals constructed from p-orbitals that are fully conjugated around a ring (sp2 hybridized), then the species is:

  1. Aromatic, if the number of electrons in that π- system is 2,6,10,14,1,and so on.
  2. Antiaromatic if the number of electrons in that π- system is 4,8,12,16,20,and so on.

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For each reaction below, decide if the first stable organic product that forms in solution will create a new C-C bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. NH2 CI MgCl ? Will the first product that forms in this reaction create a new CC bond? Yes No MgBr ? Will the first product that forms in this reaction create a new CC bond? Yes No G टे
For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. དྲ。 ✗MgBr ? O CI Will the first product that forms in this reaction create a new C-C bond? Yes No • ? Will the first product that forms in this reaction create a new CC bond? Yes No × : ☐ X
Predict the major products of this organic reaction: OH NaBH4 H ? CH3OH Note: be sure you use dash and wedge bonds when necessary, for example to distinguish between major products with different stereochemistry. Click and drag to start drawing a structure. ☐ : S

Chapter 14 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

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