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Reactive intermediates in organic chemistry : structure, mechanism, and reactions / Maya Shankar Singh
Resource type: Ressourcentyp: Buch (Online)Book (Online)Language: English Publisher: Weinheim, Germany : Wiley-VCH, c2014Edition: Online-AusgDescription: Online-Ressource (1 online resource (x, 283 p.)) : illISBN:- 9783527678273
- 9783527678280
- 9783527678259
- 9783527678266
- 9781306403566
- 9783527335947
- 547.13
- 547.2 23
- QD476
- QD251.2
Contents:
Summary: This unique text gives a detailed introduction into the chemistry of the most important reactive intermediates in modern organic chemistry, such as carbocations, carbanions, radicals, carbenes, carbenoids, nitrenes, arynes, etc. Each chapter is clearly structured and provides information on the formation, identification, structure, stereochemistry as well as stability and reactivity of the intermediates. Additionally, a problem section with different levels of difficulty is included for self-testing. By providing a deeper understanding of the underlying concepts in organic chemistry, this is aPPN: PPN: 1657673804Package identifier: Produktsigel: ZDB-26-MYL | ZDB-30-PAD | ZDB-30-PQE
Reactive Intermediates in Organic Chemistry; Contents; Preface; Chapter 1 Introduction; 1.1 Reaction Mechanism and Reaction Arrows; 1.2 Properties and Characteristics of a Reaction; 1.2.1 Reactants and Reagents; 1.2.2 Product Selectivity; 1.2.3 Reaction Characteristics; 1.2.4 Factors that Influence Reactions; 1.3 Summary; Further Reading; Chapter 2 Carbocations; 2.1 Introduction; 2.2 History; 2.2.1 Carbonium Ions and Carbenium Ions; 2.3 Structures and Geometry of Carbocations; 2.4 Generation of Carbocation; 2.4.1 From a Halide; 2.4.2 From an Alcohol; 2.4.3 From an Amine; 2.4.4 From an Alkene
2.4.5 From Carbonyl Compounds2.4.6 Solvent Effects; 2.5 Carbocation Stability; 2.6 Detection of Carbocations; 2.7 Fate of Carbocations; 2.7.1 Reaction with a Nucleophile; 2.7.2 Elimination of a Proton; 2.7.3 Rearrangements of Carbocations; 2.7.4 Cationic Polymerization; 2.8 Nonclassical Carbocations; 2.9 Radical Cations; 2.10 Summary; Further Reading; Chapter 3 Carbanions; 3.1 Structure and Geometry of Carbanions; 3.2 Generation of Carbanions; 3.2.1 Reduction of C-X Bond with Metal; 3.2.2 Deprotonation from a C-H Bond; 3.2.3 Reaction of a Metal with an Alkene
3.2.4 A Negative Ion Adds to a Carbon-Carbon Double or Triple Bond3.3 Stability of Carbanions; 3.4 Reactions of Carbanions; 3.5 Enolate Reactions with Carbonyl Groups; 3.5.1 Aldol Condensation; 3.5.2 Enamine Additions; 3.5.3 Robinson Ring-Forming Reaction; 3.6 Rearrangements of Carbanions; 3.6.1 Homoallylic Rearrangements; 3.7 Chiral Carbanions; 3.8 Carbanions and Tautomerism; 3.8.1 Mechanism of Keto-Enol Interconversion; 3.9 Summary; Further Reading; Chapter 4 Radicals; 4.1 Introduction; 4.2 Detection and Characterization of Radicals; 4.3 Structure and Bonding of Radicals
4.4 Generation of Free Radicals4.5 Stability of Radicals; 4.6 Reactions of Free Radicals; 4.7 Stereochemistry of Radical Reactions; 4.7.1 Cyclization by Intramolecular Addition Reactions; 4.8 Biradicals; 4.9 Summary; Further Reading; Chapter 5 Carbenes; 5.1 Structure and Geometry of Carbenes; 5.2 Generation of Carbenes; 5.2.1 Thermolysis or Photolysis of Diazo Compounds; 5.2.2 Reaction of N-Nitrosoureas with Base; 5.2.3 Reaction of Tosylhydrazone with Base; 5.2.4 Carbene Formation by α-Elimination; 5.2.5 Generation of Carbenoids (Simmons-Smith Reaction)
5.2.6 Formation of Carbenes under Neutral Conditions5.2.7 Generation of Carbenes from Small Rings; 5.3 Reactions of Carbenes; 5.3.1 Addition Reactions; 5.3.2 Cycloaddition to 1,2-Dienes (Allenes); 5.3.3 Cycloaddition to 1,3-Diene; 5.3.4 Cycloaddition to Alkynes; 5.3.5 Insertion Reactions; 5.3.6 Rearrangement of Carbenes; 5.3.6.1 Wolff Rearrangement; 5.3.7 Reactions of Carbenes with Nucleophiles; 5.4 Carbenes and Carbene Ligands in Organometallic Chemistry; 5.5 Summary; Further Reading; Chapter 6 Nitrenes; 6.1 Introduction; 6.2 Structure and Reactivity; 6.3 Generation of Nitrenes; 6.3.1 Azides
6.3.2 Isocyanates
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