Industrial Organic Chemistry

Industrial Organic Chemistry

by Mark Anthony Benvenuto
Industrial Organic Chemistry

Industrial Organic Chemistry

by Mark Anthony Benvenuto

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Overview

Industrial Organic Chemistry examines all major industrial manufacturing technologies and reaction types with a focus on organic chemistry in general and petroleum refining in particular. The author takes a systematic approach to introducing the most important classes of organic compounds, from the C1 fraction through to polyaromatics and polymers.

The author introduces biological sources for key compounds such as fuel and plastics and compares these bio-based organic materials to the corresponding petroleum-based chemicals.

In addition to the chemistry behind processes in the petroleum, pharma, food and agrochemical industries, this book also discusses related topics such as process selectivity, waste management, and product purification.


Product Details

ISBN-13: 9783110491715
Publisher: De Gruyter
Publication date: 10/23/2017
Series: De Gruyter Textbook
Sold by: Barnes & Noble
Format: eBook
Pages: 158
File size: 9 MB
Age Range: 18 Years

About the Author

Mark Anthony Benvenuto, University of Detroit Mercy, Detroit, USA.

Table of Contents

Preface v

1 Introduction, overview, and history 1

1.1 Introduction and overview 1

1.2 Historical overview 1

1.2.1 The rise of the use of oil in the late 1800s 2

1.2.2 Petroleum consumption in the early 1900s, the First World War 2

1.2.3 Petroleum consumption during the Second World War 3

1.2.4 Post-World War II plastic production 3

1.3 World petroleum production 4

1.4 World petroleum use 4

1.5 Bio-based organic chemical production 5

References 5

2 Petroleum refining 7

2.1 Introduction 7

2.2 Refining for fuel 9

2.2.1 Desalting 9

2.2.2 Distillation 9

2.2.3 Hydrotreating or hydroprocessing 9

2.2.4 Cracking or hydrocracking 9

2.2.5 Coking 10

2.2.6 Visbreaking 10

2.2.7 Steam cracking 10

2.2.8 Catalytic reformers 10

2.2.9 Alkylation 11

2.2.10 Removal of the natural gas fraction (the C1) 11

2.2.11 Sulfur recovery 11

2.3 Commodity chemicals 11

2.4 Monomers 12

2.5 Pollution and recycling 12

References 12

3 The C1 fraction 15

3.1 Introduction 15

3.2 Methane 15

3.3 Methanol 16

3.4 Acetic acid 17

3.5 Formic acid 17

3.6 Formaldehyde 18

3.7 CO and CO2 19

3.7.1 Carbon monoxide 19

3.7.2 Carbon dioxide 21

3.8 Dichloromethane 21

3.9 Chloroform 21

3.10 Chlorofluorocarbon compounds 22

3.11 Hydrogen 23

3.12 Recycling and reuse 23

References 24

4 The C2 fraction 25

4.1 Introduction 25

4.2 Ethane 26

4.3 Ethylene 27

4.4 Ethylene oxide 27

4.5 Acetaldehyde and acetic acid 28

4.6 Ethanol 31

4.6.1 Ethanol as fuel 31

4.7 Acetylene 31

4.8 Vinyl derivatives 32

4.9 Recyclings 32

References 33

5 The C3 fraction 35

5.1 Introduction 35

5.2 Propane 35

5.3 Propylene/propene 35

5.4 Propylene oxide 37

5.5 Acetone (and phenol) 37

5.6 Isopropanol 38

5.7 Acrolein 39

5.8 Acrylonitrile 40

5.9 Recycling and reuse 41

References 41

6 The C4 fraction 43

6.1 Butane 43

6.1.1 n-Butane 43

6.1.2 Isobutane 43

6.2 Butadiene 44

6.3 Monomers for rubber 45

6.4 Recycling 46

References 46

7 The C5-C8 fraction 49

7.1 Introduction 49

7.2 Light fuels 49

7.3 Gasoline 49

7.3.1 Gasoline as a liquid fuel 49

7.3.2 Gasoline additives 50

7.4 RON and MON 51

References 52

8 Benzene, toluene, xylene 53

8.1 Isolation 53

8.2 Solvents 53

8.3 Benzene 53

8.3.1 Steam cracking or catalytic reforming 54

8.3.2 Toluene hydrodealkylation 55

8.3.3 Toluene disproportionation 55

8.4 Fuel 55

8.5 Ethylbenzene and styrene 55

8.6 Cumene 56

8.7 Cyclohexane 57

8.8 Aniline 58

8.9 Chlorobenzene 59

8.10 Toluene diisocyanate 60

8.11 Trinitrotoluene 60

8.12 Xylene 61

8.13 Terephthalic acid 61

8.14 Dimethyl terephthalate 62

8.15 Phthalic anhydride 62

8.16 Recycling and reuse 63

References 63

9 The higher alkanes 65

9.1 Introduction 65

9.2 Fuel oil 65

9.3 Lubricating oils 66

9.4 Paraffin 66

9.5 Recycling and reuse 67

References 68

10 Further oils and lubricants 69

10.1 Polyalpha olefins 69

10.2 Polyalkalene glycols 71

10.3 Silicones 72

10.4 Recycling and reuse 74

References 74

11 Fuels, biofuels 75

11.1 Gasoline 75

11.2 Bioethanol 75

11.3 Diesel and biodiesel 76

11.4 Kerosene and jet fuel 78

11.5 Biobutanol 78

References 79

12 Polymers 81

12.1 Introduction and history 81

12.2 Resin identification code 1-6 82

12.2.1 RIC 1, polyethylene terephthalate 82

12.2.2 RIC 2 and RIC 4, high-density polyethylene and low-density polyethylene 83

12.2.3 RIC 3, polyvinylchloride 84

12.2.4 RIC 5, polypropylene (PP) 85

12.2.5 RIC 6, polystyrene (PS) 87

12.3 Thermoplastics 87

12.4 Thermosets 88

12.5 Specialty plastics 88

12.6 Bio-based plastics 89

12.6.1 Polylactic acid 89

12.7 Recycling 90

References 91

13 Naphthalene and higher polyaromatics 93

13.1 Production 93

13.2 Naphthalene 93

13.3 Anthracene 94

13.4 Anthraquinone 95

13.5 Recycling and reuse 96

References 96

14 Coal as a source 97

14.1 Introduction 97

14.2 Coal gasification 98

14.3 Coal liquefaction 99

14.4 Recycling and reuse 100

References 100

15 Pharmaceuticals 101

15.1 Introduction 101

15.2 Source materials 101

15.3 Classifications 102

15.3.1 Top 100 prescription medications 102

15.3.2 Major over-the-counter medicines 106

15.4 Development 107

15.5 Production methods 107

15.5.1 Aspirin synthesis 108

15.5.2 Acetaminophen 108

15.5.3 Ibuprofen 109

15.5.4 Codeine 110

15.5.5 Morphine 110

15.6 Reuse and recycling 110

References 111

16 Food chemicals and food additives 113

16.1 Introduction 113

16.2 Vitamins 113

16.2.1 Vitamin A 113

16.2.2 Vitamin B1 114

16.2.3 Vitamin B2 115

16.2.4 Vitamin B3 115

16.2.5 Vitamin B5 116

16.2.6 Vitamin B6 117

16.2.7 Vitamin B7 117

16.2.8 Vitamin B9 118

16.2.9 Vitamin B12 118

16.2.10 Vitamin C 120

16.2.11 Vitamin D 121

16.2.12 Vitamin E 121

16.2.13 Vitamin K 122

16.2.14 Vitamin F 122

16.2.15 Vitamin uses 123

16.3 Food additives 124

16.3.1 Food coloring 125

16.3.2 Flavor enhancers 128

16.3.3 Preserving freshness 130

16.3.4 Enhancing mouth feel 131

16.3.5 Inorganic additives 132

16.4 Food additive production 133

16.5 Recycling or reuse 133

References 133

17 Agrochemicals 135

17.1 Introduction 135

17.2 Ammonia 135

17.3 Ammonia-based fertilizers 136

17.3.1 Ammonium nitrate 136

17.3.2 Urea 137

17.3.3 Ammonium sulfate 137

17.3.4 Mixed fertilizers 138

17.4 Pesticides 138

17.4.1 Herbicides 139

17.4.2 Insecticides 140

17.5 Reuse and recycling 141

References 142

Index 143

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