College Level Organic Chemistry

Page 21

In this excited state (having an unmatched 2s1 and 2p1 orbital), Beryllium could certainly bind with hydrogen in two unmatched orbitals according to this theory. Research, however, has shown that these two bonds are identical. How can this be? Basically, the only way this makes sense is through the process of hybridization. What this involves is combining orbitals that are not equivalent but that are properly oriented to form bonds. These new combinations are called hybrid orbitals because they are made by hybridizing two or more atomic orbitals from the same atom. This leads to a unique hybrid orbital in beryllium that has this energy pattern, as shown in figure 5:

Figure 5.

This obviously leads to the ability of the beryllium to bind with the hydrogen atom in order to make BeH2. This will produce a linear BeH2 molecule. Both promotion and hybridization require an input of energy; however, this is made up for when beryllium bonds with 2 hydrogen atoms. It means that, in situations not associated with beryllium, some compounds are so unstable because they have such a high energy necessary to make the hybrid orbital. This energy is not made up for by the energy recouped in the bonding effort.

CARBON HYBRIDIZATION Carbon has six electrons, with a 2s22p2 configuration. Based on this, one would expect that it would be likely to bond with just two other atoms; we know, on the other hand, that it bonds with four other atoms to make covalent bonds. On the second level, there is one 2s orbital and 3 2p orbitals, which can be hybridized to make four degenerate sp3 10


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Steroids

1min
pages 237-238

Quiz

3min
pages 240-243

Terpenes

0
page 236

Phospholipids

0
page 234

Quiz

3min
pages 227-230

Prostaglandins

0
page 235

Micelles

0
page 233

Quiz

3min
pages 213-216

Key Takeaways

0
page 226

Reactions of Amino Acids

1min
page 221

Key Takeaways

0
page 212

Glycosides

1min
page 206

Reducing Sugars

1min
page 207

Key Takeaways

0
page 198

Quiz

3min
pages 199-202

Reduction of Nitrogenous Compounds

2min
pages 192-193

Nitrosation of Amines

1min
pages 196-197

Preparing Amides

0
page 195

Alkylation of Ammonia

0
page 191

Quiz

2min
pages 183-186

Synthesis of Sulfides

1min
pages 180-181

Sulfides

1min
page 179

Key Takeaways

0
page 182

Physical Properties of Nitrogenous Compounds

2min
pages 189-190

Thiols

1min
page 178

Oxidation of Alcohols using DMSO

1min
page 177

Quiz

3min
pages 170-173

The Haloform Reaction

0
page 163

Michael Addition Reaction

1min
page 168

The Aldol Reaction of Aldehydes

1min
page 165

The Aldol Reaction of Ketones

1min
page 166

Conjugate Reactions

1min
page 167

Alkylation of Enolates

0
page 164

Key Takeaways

0
page 169

Basic Alpha-Halogenation of Ketones and Aldehydes

1min
page 162

Quiz

3min
pages 153-156

Esters

4min
pages 145-147

Epoxides

2min
pages 143-144

Reactions with Ethers

1min
pages 141-142

Physical Properties of Ethers

1min
page 140

Quiz

2min
pages 135-138

Key Takeaways

0
page 134

Glycols

0
page 133

Reactivity of Alcohols

1min
page 128

Alcohol Dehydration

3min
pages 129-130

Quiz

3min
pages 120-123

Friedel-Crafts Reaction

3min
pages 116-118

Key Takeaways

0
page 119

Sulfonation of Benzene

1min
page 115

Nitration of Benzene

1min
page 114

Halogenation of Benzene

1min
page 113

Aromatic Reactions

0
page 112

Benzene Chemistry

3min
pages 109-111

Nomenclature of Aromatics

5min
pages 105-108

Quiz

2min
pages 101-103

Properties of Carboxylic Acids

1min
page 99

Carboxylic Acids

2min
pages 96-97

Natural Occurrence of Ketones and Aldehydes

0
page 95

Reactivity of Aldehydes and Ketones

3min
pages 93-94

Quiz

3min
pages 82-85

The Carbonyl Group

2min
pages 91-92

Naming Ketones

2min
pages 89-90

Naming Aldehydes

1min
page 88

Chapter 5: Aldehydes, Ketones, and Carboxylic Acids

2min
pages 86-87

Physical Properties of Alkenes

1min
page 77

Alkenes

4min
pages 74-76

Alkyne Reactivity

2min
pages 79-80

Cycloalkanes

1min
page 73

Chemical Properties of Alkanes

1min
page 72

Alkyl Groups

1min
page 70

Alkoxides or Alkoxy Groups

0
page 71

Key Takeaways

0
page 65

Solvation

3min
pages 63-64

Nonpolar Solvents

7min
pages 58-62

Quiz

2min
pages 66-68

Quiz

2min
pages 54-56

Key Takeaways

0
page 53

Enantiomer

1min
pages 51-52

Diastereomerism

0
page 50

Stereochemistry and Isomers

1min
page 49

Functional Groups

1min
page 48

Carboxylic Acids

0
page 46

Ketones

0
page 45

Quiz

2min
pages 34-37

Alcohols

1min
page 42

Key Takeaways

0
page 33

Orbital Theories

4min
pages 18-20

Writing Organic Molecular Structures

1min
page 24

Organic Molecular Charges

2min
pages 28-29

Resonance Chemistry

2min
pages 30-32

Bonding Trends in Organic Chemistry

2min
pages 25-26

Constitutional Isomers

1min
page 27

Preface

7min
pages 12-15

Carbon Hybridization

2min
pages 21-22
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