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Pirrung, Michael C.

The synthetic organic chemist's companion / Michael C. Pirrung. - Hoboken, N.J. : Wiley-Interscience, 2007 - xiii, 198 p. ill. (some col.) ; 23 cm.

Includes bibliographical references (p. 187-188) and index

Table of Contents
Preface
Acknowledgments
Table of Contents
1. Searching the Literature
1.1. Commercial availability
1.2. Literature preparations
2. Reagents
2.1. Short path distillation
2.2. Ampules
2.3. Reagent solutions
2.4. Titration
2.5. Reagent storage
2.6. Subtle reagent variations
2.7. Dangerous reagents
2.8. Reagent properties
3. Gases
3.1. Lecture bottles
3.2. Tanks or cylinders
3.3. Gas safety
4. Reactions on a Small Scale ? 1-25 mmol
4.1. Reaction flasks
4.2. Stirring
4.3. Glass joints
4.4. Inert atmosphere
4.5. Apparatus for addition
4.6. Condensers
4.7. Other equipment and considerations
5. Temperature Control
5.1. Heating
5.2. Cooling
6. Solvents
6.1. Selection
6.2. Purity
6.3. Degassing
6.4. Ammonia
7. The Research Notebook
8. Conducting the Reaction Itself
8.1. Reagents supplied as dispersions
8.2. Azeotropic drying
8.3. Stoichiometry
8.4. Syringe and inert atmosphere techniques
8.5. General procedure for transfer of materials by syringe
8.6. Addition
8.7. Special techniques
8.7.1.Water removal
8.7.2.Reactions above atmospheric pressure
8.7.3.Reagent gases
8.7.4.Ultrasonication
8.8 Quenching
8.9. Specialized reagents
8.9.1. Diazomethane
8.9.2. Lithium aluminum hydride
8.9.3.Hydrogen peroxide
8.10. Reaction time vs. purification time
9. Following the Reaction
9.1. Thin layer chromatography (TLC)
9.1.1. Cutting glass TLC plates
9.1.2. Spotting TLC plates
9.1.3. Eluting TLC plates
9.1.4. Visualizing TLC plates
9.2. Gas chromatography (GC)
9.3. High pressure liquid chromatography (HPLC)
9.4. NMR spectroscopy
10. Working Up Reactions
10.1. Solvent extracation
10.2. Drying organic solutions
10.3. Specialized work-ups
10.3.1. Reactions producing triphenylphosphine oxide
10.3.2. Reactions involving boron compounds
10.3.3. Reactions involving copper salts
10.3.4. Reactions involving aluminum reagents
10.3.5. Reactions involving tin reagents
11. Evaporation
12. Vacuum Systems
12.1. Vacuum sources
12.2. Vacuum manifolds
12.3. Vacuum gauges
13. Purification of Products
13.1. Distillation
13.2. Silica gel chromatography
13.3. Flash column chromatography
13.4. Gradients
13.5. Special absorbents
13.5.1. Triethylamine-treated silica gel
13.5.2. Oxalic acid-coated silica gel
13.5.3. Silver nitrate-impregnated silica gel
13.5.4. Other sorbents
13.6. Preparative gas chromatography
14. Methods for Structure Elucidation
14.1. Nuclear magnetic resonance spectroscopy
14.2. Infrared spectroscopy (IR)
14.3. Ultravilolet spectroscopy (UV)
14.4. Combustion analysis
14.5. Mass spectrometry
14.6. Crystallography
15. Cleaning Up After the Reaction
16. Specific Examples
16.1. The experimental
16.2. The Org. Syn. Prep
16.3. Comparison
17. Strategies for Reaction Organization
Appendices
1. NMR spectral data of common contaminants of organic reaction products
2. Synthetic solvent selection chart
3. Recipes for TLC stains
4. Mixotropic series
5. Stuck joints
6. Acidities of organic functional groups
7. Acidities of organic functional groups in DMSO
8. Web resources for synthetic chemistry


ISBN: 9780470107072 (cloth)

Subjects--Topical Terms:
Organic compounds--Synthesis.

Dewey Class. No.: 547.2 / P672