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Experimental Organic Chemistry : A Small-Scale Approach

Experimental Organic Chemistry : A Small-Scale Approach - 2nd edition

ISBN13: 978-0024276919

Cover of Experimental Organic Chemistry : A Small-Scale Approach 2ND 95 (ISBN 978-0024276919)
ISBN13: 978-0024276919
ISBN10: 002427691X
Cover type: Hardback
Edition/Copyright: 2ND 95
Publisher: Prentice Hall, Inc.
Published: 1995
International: No
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Experimental Organic Chemistry : A Small-Scale Approach - 2ND 95 edition

ISBN13: 978-0024276919

Charles F. Jr. Wilcox

ISBN13: 978-0024276919
ISBN10: 002427691X
Cover type: Hardback
Edition/Copyright: 2ND 95
Publisher: Prentice Hall, Inc.

Published: 1995
International: No

This thorough introduction to organic laboratory techniques presents an integrated view of the theory underlying technique while aiming to provide an understanding of the techniques rather than mere training in their use. With experiments covering a wide range of scales from micro to standard, this text emphasizes the middle ground, small scale, providing large enough amounts of materials to develop the required manipulative skills while minimizing the costs and hazards of the materials employed.

Takes a small scale approach to experimentation, keeping costs of materials and their disposal down by a factor of five compared to standard scale, while retaining most standard scale equipment and requiring no special glassware. Materials at this scale are large enough to be seen and efficiently handled and manipulated.

Places a special emphasis on safety, systematically minimizing the use of hazardous materials and pointing out the potential hazards that still may arise. Throughout, the text embraces an "environmentally friendly" orientation towards experimentation wherever possible.

experiments with potentially hazardous materials have been removed and modified in this new edition with the goal of making all the experiments environmentally benign.

Introduces students to multi-step synthetic sequences similar to the pattern of synthetic chemistry practiced in research laboratories. Many experiments have been designed as part of multi-step sequences with amounts selected so that no supplementation is needed in the sequence.

Discusses the theory underlying separation techniques in a consistent manner built around the concept of vapor pressure.

Includes expanded coverage of spectroscopy, a topic of increasing importance in this field. This revised and enhanced treatment gives students a valuable look at spectroscopy in an integrated context.

separate chapters are given on Mass spectroscopy, Infrared, Visible/UV, and NMR.
spectra of many organic compounds are given throughout the text.
all infrared spectra have been rerun on a modern FT instrument.

Several new experiments have been added to this edition.

Adamantyl chloride

Includes questions for each experiment as well as worked examples of calculations where appropriate.

Table of Contents


1. Safety in the Laboratory.
2. General Remarks.
3. Basic Laboratory Operations.
4. Accessory Operations.


5. Simple and Fractional Distillation.
6. Vacuum Distillation.
7. Steam Distillation.
8. Melting Points, Crystallization, and Sublimation.
9. Extraction with Solvents.
10. Chromatography.


11. Identification by Chemical Methods.
12. Mass Spectrometry.
13. Infrared Spectroscopy.
14. Visible and Invisible Ultraviolet Spectroscopy.
15. Nuclear Magnetic Resonance.


16. Isolation and Identification of a Natural Product.
17. Free-Radical Halogenation.
18. Conversion of Alcohols to Alkyl Halides.
19. Second-Order Nucleophilic Substitution.
20. Chemical Kinetics: Solvolysis of tert-Butyl Chloride.
21. Alkenes: E1 and E2 Reactions.
22. Alkenes: A Multiple Step Synthesis.
23. Hydration of Alkenes and Alkynes.
24. Glaser-Eglinton-Hayes Acetylene Coupling.
25. Oxidation of Alcohols to Ketones and Their Transformation to Amides.
26. Addition Reactions of Aldehydes and Ketones.
27. Reduction of the Carbonyl Group.
28. Diphenyl Acetylene via a Wittig Reaction.
29. The Cannizzaro Reaction.
30. Esters.
31. Ionization of Carboxylic Acids.
32. Friedel-Crafts Reactions.
33. Nitration of Aromatic Compounds.
34. Aldol Condensation.
35. The Benzilic Acid Rearrangement.
36. Triphenylmethanol.
37. The Pinacol-Pinacolone Rearrangement.
38. Enamine Synthesis of a Diketone: 2-Acetylcyclohexanone.
39. Wagner-Meerwein Rearrangements: Camphor from Camphene.
40. The Diels-Alder Reaction.
41. Convergent Synthesis: Hexaphenylbenzene and Tetraphenyltriphenylene.
42. Ferrocene and Acetylferrocene.
43. Dyes and Indicators.
44. Solvatochromic Dyes.
45. Synthesis of Indigo.
46. Binaphthol.
47. Carbene Additions with Phase-Transfer Catalysis.


48. Dilantin, an Antiepileptic Drug by a Biomimetic Synthesis.
49. Analgesics and Anesthetics.
50. Pheromones and Insect Repellents.
51. Antimicrobial Agents: Sulfanilamide.
52. Artificial Sweeteners.
53. Sugars.
54. Biosynthesis of Alcohols.
55. Peptides-Biopolymers.
56. Metalloporphyrins.


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