000			03779cam a2200205 a 4500
999			_c40 _d40
001			853
005			20200611112637.0
008			070316s2007 njua b 001 0 eng
020			_a9780470107072 (cloth)
040			_cDLC
082	0	0	_a547.2 _222 _bP672
100	1		_aPirrung, Michael C.
245	1	4	_aThe synthetic organic chemist's companion / _cMichael C. Pirrung.
260			_aHoboken, N.J. : _bWiley-Interscience, _c2007
300			_axiii, 198 p. _bill. (some col.) ; _c23 cm.
500			_aIncludes bibliographical references (p. 187-188) and index
650		0	_aOrganic compounds _xSynthesis.
942			_cBK
505	0		_aTable 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