Organic Chemistry: 100 Must-Know Mechanisms

Organic Chemistry: 100 Must-Know Mechanisms

by Roman Valiulin
Organic Chemistry: 100 Must-Know Mechanisms

Organic Chemistry: 100 Must-Know Mechanisms

by Roman Valiulin

Paperback(2nd, Completely Revised Edition)

$75.99 
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Overview

In chemistry, good problem-solving requires a balanced combination of scientific intuition and
methodical analysis. Additionally, thoughtfully presented diagrams and infographics can convey
a large amount of complex information in a more intuitive and accessible manner. 100 Must-Know
Mechanisms (Second Edition) strives to be at the intersection of these two key principles. Its
thorough visualizations enable experienced readers to use it as a quick reference for specific
mechanisms of interest. At the same time, the book’s breadth of covered reactions, from classic to
cutting-edge, make it a good study-aid for the developing chemist. A slow and consistent study of
the entire series of mechanisms can help set the foundation for good scientific intuition, while its
detailed infographics and careful navigation features encourage coming back to it frequently. This
edition includes over 40 new illustrations, numerous new mechanistic schemes, enhanced original
figures with a variety of real-case examples, and more

Product Details

ISBN-13: 9783110786828
Publisher: De Gruyter
Publication date: 07/04/2023
Series: De Gruyter Textbook
Edition description: 2nd, Completely Revised Edition
Pages: 289
Product dimensions: 6.69(w) x 9.45(h) x (d)
Age Range: 18 Years

About the Author

Dr. Valiulin obtained his dual B.S. and M.S. in Organic Chemistry at Lomonosov Moscow State
University- MSU (Russia, Moscow). MSU is one of the oldest established and most competitive
universities in the country. He then moved across the ocean to the United States where he earned
a Ph.D. in Organic Chemistry at the University of Denver. Afterward, he completed two
postdoctoral fellowships, one with Professor K. C. Nicolaou at the Scripps Research Institute in
La Jolla, California, and another with Professor M. G. Finn at the Georgia Institute of Technology
in Atlanta, Georgia. His industrial career started in Boston, Massachusetts where he joined the
formulation development group in a medium-sized biopharmaceutical company. He gained
experience in drug development and early discovery with an emphasis on physical organic
chemistry, nuclear magnetic resonance (NMR), formulation development techniques, and
materials science before joining the medicinal chemistry group as a synthetic chemist. After six
years working in a biotech hub on the East Coast, he continues his career path as an organic chemist
in San Diego.
In the course of his career, he has published over twenty research and review articles and is a coinventor on numerous patents. As a Ph.D. scientist, he believes in staying engaged with the
learning community, and draws inspiration through teaching and by making visually-engaging and
educational chemistry infographics, which he shares on The ChemInfoGraphic Blog:
www.cheminfographic.com/
Dr. Valiulin’s scientific research focuses on chemical synthesis and includes collaboration with
researchers who are driven by a passion to deliver novel chemical compounds that may help save
lives

Table of Contents

Preface and Overview vii

List of Acronyms and Abbreviations 6

1 Electrophilic Addition Mechanism 10

2 Nucleophilic Substitution Mechanism 12

3 Aromatic Electrophilic Substitution Mechanism 14

4 Aromatic Nucleophilic Substitution Mechanism 16

5 Aromatic Radical Nucleophilic Substitution Mechanism 18

6 Elimination Mechanism 22

7 Acyloin Condensation 26

8 Alkyne Zipper Reaction 28

9 Arbuzov Reaction 30

10 Arndt-Eistert Synthesis 32

11 Baeyer-Villiger Oxidation 34

12 Barton Decarboxylation 36

13 Baylis-Hillman Reaction 38

14 Beckmann Rearrangement 40

15 Benzoin Condensation 42

16 Benzyne Mechanism 44

17 Bergman Cyclization 46

18 Birch Reduction 48

19 Bischler-Napieralski Cydization 50

20 Brown Hydroboration 52

21 Buchwald-Hartwig Cross Coupling 54

22 Cannizzaro Reaction 56

23 Chan-Evans-Lam Cross Coupling 58

24 Chichibabin Amination 60

25 Claisen Condensation 62

26 Claisen Rearrangement 64

27 Cope Elimination 66

28 Cope Rearrangement 68

29 Criegee & Malaprade Oxidation 70

30 CuAAC 72

31 Curtius Rearrangement 74

32 Oarzens Condensation 78

33 Dess-Martin Oxidation 80

34 Diazotization (Diazonium Salt) 82

35 Diels-Alder Cycloaddition 84

36 Di-π-Methane Rearrangement 86

37 Favorskii Rearrangement 88

38 Fischer Indole Synthesis 90

39 Friedel-Crafts Acylation & Alkylation 92

40 Gabriel Synthesis 94

41 Gewald Reaction 96

42 Glaser-Eglinton-Hay Coupling 98

43 Grignard Reaction 100

44 Grob Fragmentation 102

45 Haloform Reaction 104

46 Heck Cross Coupling 106

47 Hell-Volhard-Zelinsky Reaction 108

48 Hiyama Cross Coupling 110

49 Hofmann Elimination 112

50 Horner-Wadsworth-Emmons Olefination 114

51 Jones Oxidation 116

52 Kucherov Reaction 118

53 Kumada Cross Coupling 120

54 Ley-Griffith Oxidation 122

55 Liebeskind-Srogl Cross Coupling 124

56 Mannich Reaction 126

57 McMurry Coupling 128

58 Meerwein-Ponndorf-Verley Reduction 130

59 Michael Addition 132

60 Minisci Reaction 134

61 Mitsunobu Reaction 136

62 Miyaura Borylation 138

63 Mukaiyama RedOx Hydration 140

64 Nazarov Cyclization 142

65 Nef Reaction 144

66 Negishi Cross Coupling 146

67 Norrish Type I & II Reaction 148

68 Olefin (Alkene) Metathesis 150

69 Oppenauer Oxidation 154

70 Ozonolysis 156

71 Paal-Knorr Syntheses 158

72 Paternò-Büchi Reaction 162

73 Pauson-Khand Reaction 164

74 Peptide (Amide) Coupling 166

75 Pictet-Spengler Reaction 170

76 Pinacol-Pinacolone Rearrangement 172

77 Polonovski Reaction 174

78 Prilezhaev Epoxidation 176

79 Prins Reaction 178

80 Pummerer Rearrangement 180

81 Ramberg-Bäcklund Rearrangement 182

82 Reformatsky Reaction 184

83 Robinson Annulation 186

84 Shapiro Reaction 188

85 Sonogashira Cross Coupling 190

86 Staudinger Reaction 192

87 Steglich Esterifkation 194

88 Stille Cross Coupling 196

89 Suzuki Cross Coupling 198

90 Swern Oxidation 200

91 Ugi Reaction 202

92 Ullmann Aryl-Aryl Coupling 204

93 Upjohn Dihydroxylation 206

94 Vilsmeier-Haack Reaction 208

95 Wacker Oxidation 210

96 Wagner-Meerwein Rearrangement 212

97 Weinreb Ketone Synthesis 214

98 Wittig Reaction 216

99 Wohl-Ziegler Reaction 218

100 Wolff-Kishner Reduction 220

Acknowledgments 223

Bibliography and References 225

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