ORGANIC CHEMISTRY (LL)-PACKAGE
ORGANIC CHEMISTRY (LL)-PACKAGE
8th Edition
ISBN: 9781319316389
Author: VOLLHARDT
Publisher: MAC HIGHER
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Chapter 1, Problem 48P

(a)

Interpretation Introduction

Interpretation:Two resonance forms for ( CH3)2BN( CH3)2 , ( CH3)2BOCH3 and ( CH3)2BF should be formulated.

Concept introduction:When a certain Lewis structure proposed is not able to describe all the experimentally observed parameters of a molecule two or more Lewis structures that differ only in the location of multiple bonds are drawn. These are known as resonance structures. The actual molecule is essentially represented as the hybrid of each of such resonance structures. For instance, a molecule such as ozone O3 the resonance structure and hybrid are illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 1, Problem 48P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:Out of the two resonanceformsof ( CH3)2BN( CH3)2 , ( CH3)2BOCH3 and ( CH3)2BF , more important form should be formulated.

Concept introduction: When a certain Lewis structure proposed is not able to describe all the experimentally observed parameters of a molecule two or more Lewis structures that differ only in the location of multiple bonds are drawn. These are known as resonance structures. The actual molecule is essentially represented as the hybrid of each of such resonance structures. For instance, a molecule such as ozone O3 the resonance structure and hybrid are illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 1, Problem 48P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:The manner the relative importance of the resonance forms ( CH3)2BN( CH3)2 , ( CH3)2BOCH3 and ( CH3)2BF is affected by the electronegativity differences in nitrogen, oxygen, and fluorine should be determined.

Concept introduction: When a certain Lewis structure proposed is not able to describe all the experimentally observed parameters of a molecule two or more Lewis structures that differ only in the location of multiple bonds are drawn. These are known as resonance structures. The actual molecule is essentially represented as the hybrid of each of such resonance structures. For instance, a molecule such as ozone O3 the resonance structure and hybrid are illustrated below.

  ORGANIC CHEMISTRY (LL)-PACKAGE, Chapter 1, Problem 48P , additional homework tip  3

(d)

Interpretation Introduction

Interpretation: The hybridization of nitrogen in ( CH3)2BN( CH3)2 and oxygen in ( CH3)2BOCH3 should be predicted.

Concept introduction:The table that relates the steric number with hybridization is as follows:

  Steric NumberType of Hybridisation2sp3 sp24 sp35 sp3d6 sp3d2

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)
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