Handbook of Synthetic Organic Chemistry, Second Edition updates and expands the author’s popular 2007 work, Synthetic Organic Chemist’s Companion. This new handbook provides valuable, practical guidance; incorporates corrections, and includes coverage on important topics, such as lyophylization, crystallization, precipitation, HPLC detectors, gases, and microwave reactions.
The book maintains the useful organization of the author’s earlier work, beginning with a basic overview and walking through every practical step of the process of organic synthesis, from reagents, solvents, and temperature control, to documentation, implementation, purification, and analytical methods for the product.
From planning and setting up reactions, to recording them, the book provides insight and valuable guidance into every step of the process.
Key Features
- Contains practical information for every part of the process that are coupled with engaging, real-world examples
- Presents useful guidance for conducting literature searches, handling and preparing reagents, working up the reaction, and identifying the product
- Presents valuable coverage of conventional and microwave temperature control, paper and electronic research notebooks, eluent selection, Schlenk lines, purification methods and determination, chiral chromatography, chemical safety, and more
- Foreword
- Preface to the First Edition
- Preface to the Second Edition
- Acknowledgments
- 1. Safety
- 1.1. Training
- 1.2. Safety Data Sheets
- 1.3. Safety Pictograms
- 1.4. Personal Protective Equipment
- 1.5. General
- 2. Searching the Literature
- 2.1. Commercial Availability
- 2.2. Literature Preparations
- 2.3. Experimental Procedures
- 2.4. Other Electronic Resources for Synthetic Chemistry
- 3. Reagents
- 3.1. Short-Path Distillation
- 3.2. Ampules
- 3.3. Reagent Solutions
- 3.4. Titration
- 3.5. Reagent Storage
- 3.6. Subtle Reagent Variations
- 3.7. Dangerous Reagents
- 3.8. Reagent Properties
- 4. Gases
- 4.1. Lecture Bottles/Small Cylinders
- 4.2. Tanks or Cylinders
- 4.3. Gas Safety
- 5. Reactions on a Small Scale—1–25mmol
- 5.1. Reaction Flasks
- 5.2. Stirring
- 5.3. Glass Joints
- 5.4. Inert Atmosphere
- 5.5. Apparatus for Addition
- 5.6. Condensers
- 5.7. Other Equipment and Considerations
- 6. Temperature Control
- 6.1. Heating
- 6.2. Cooling
- 7. Solvents
- 7.1. Selection
- 7.2. Purity
- 7.3. Degassing
- 7.4. Ammonia
- 8. The Research Notebook
- 8.1. Paper Notebooks
- 8.2. Electronic Notebooks
- 9. Conducting the Reaction Itself
- 9.1. Reagents Supplied as Dispersions
- 9.2. Azeotropic Drying
- 9.3. Stoichiometry
- 9.4. Syringe and Inert Atmosphere Techniques
- 9.5. General Procedure for Transfer of Materials by Syringe
- 9.6. Addition
- 9.7. Special Techniques
- 9.8. Unattended Reactions
- 9.9. Quenching
- 9.10. Specialized Reagents
- 9.11. Checklist
- 9.12. Reaction Time Versus Purification Time
- 10. Following the Reaction
- 10.1. Thin Layer Chromatography
- 10.2. Gas Chromatography
- 10.3. High Performance Liquid Chromatography
- 10.4. Nuclear Magnetic Resonance Spectroscopy
- 11. Working Up Reactions
- 11.1. Solvent Extraction
- 11.2. Drying Organic Solutions
- 11.3. Specialized Workups
- 11.4. Destroying Reagents
- 12. Evaporation
- 13. Vacuum Systems
- 13.1. Vacuum Sources
- 13.2. Vacuum Manifolds
- 13.3. Vacuum Gauges
- 14. Purification of Products
- 14.1. Distillation
- 14.2. Silica Gel Chromatography
- 14.3. Flash Column Chromatography
- 14.4. Gradients
- 14.5. Special Adsorbents
- 14.6. Preparative Gas Chromatography
- 14.7. Precipitation
- 14.8. Trituration
- 14.9. Crystallization
- 14.10. Yields
- 15. Methods for Structure Elucidation
- 15.1. Nuclear Magnetic Resonance Spectroscopy
- 15.2. Infrared Spectroscopy
- 15.3. Ultraviolet Spectroscopy
- 15.4. Combustion Analysis
- 15.5. Mass Spectrometry
- 15.6. Optical Rotation
- 15.7. Chiral Chromatography
- 15.8. Crystal Growth for X-Ray
- 15.9. Novel Compound Characterization
- 16. Cleaning Up After the Reaction
- 16.1. Waste Disposal
- 16.2. Cleaning Equipment
- 17. Specific Example
- 17.1. The Experimental
- 17.2. The Org. Syn. Prep
- 17.3. Comparison
- 18. Strategies for Reaction Optimization
- Appendix 1. Safety Protocols
- Appendix 2. Synthetic Solvent Selection Chart
- Appendix 3. Solvent Miscibility
- Appendix 4. Freezing Points of Common Organic Solvents
- Appendix 5. Toxicities of Common Organic Solvents
- Appendix 6. Recipes for TLC Stains
- Appendix 7. NMR Spectral Data of Common Contaminants of Organic and Organometallic Reaction Products
- Appendix 8. Acidities of Organic Functional Groups
- Appendix 9. Acidities of Organic Functional Groups in DMSO
- Appendix 10. Stuck Joints
- Index
- Smith and D’Angelo, Hybrid Retrosynthesis: Organic Synthesis using Reaxys and SciFinder, 9780124114982, Jul 2015, $44.95
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- Kurti and Czako, Strategic Applications of Named Reactions in Organic Synthesis, 9780124297852, Mar. 2005, $114.00
- Gawley and Aube, Principles of Asymmetric Synthesis, 2nd Edition, 9780080448602, Jul 2012, $69.95
- Kurti and Corey, Enantioselective Chemical Synthesis: Methods, Logic, and Practice, 9780615395159, Oct 2013, $99.95
- Harmata, Strategies and Tactics in Organic Synthesis
- Vol. 11: 9780081000236, Aug 2015, $225.00
- Vol. 10: 9780124171855, Aug 2014, $225.00
- Vol. 9: 9780080993621, Aug 2013, $225.00
Organic chemistry researchers and advanced students