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Introduction to organic laboratory techniques : a small scale approach

Author: Donald L Pavia
Publisher: Belmont, CA : Thomson Brooks/Cole, ©2005.
Series: Brooks/Cole laboratory series for organic chemistry.
Edition/Format:   Print book : English : 2nd edView all editions and formats
Summary:

Features organic reactions and and syntheses, as well as the isolation of natural products and experiments with a biological or health science focus. It contains laboratory techniques, including  Read more...

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Genre/Form: Laboratory manuals
Manuels de laboratoire
Document Type: Book
All Authors / Contributors: Donald L Pavia
ISBN: 0534408338 9780534408336
OCLC Number: 56051109
Description: xvi, 1028 pages : illustrations ; 26 cm.
Contents: Part I. Introduction To Basic Laboratory Techniques --
1. Solubility --
2. Crystallization --
3. Extraction --
4. Chromatography --
5. Simple and Fractional Distillation --
6. Infrared Spectroscopy and Boiling-Point Determination. Essay: Aspirin --
7. Acetylsalicylic Acid. Essay: Analgesics --
8. Acetanilide --
9. Acetaminophen. Essay: Identification of Drugs --
10. TLC Analysis of Analgesic Drugs. Essay: Caffeine --
11. Isolation of Caffeine --
11.1. Isolation of Caffeine from Tea Leaves --
11.2. Isolation of Caffeine from a Tea Bag. Essay: Esters --
Flavors and Fragrances --
12. Isopentyl Acetate (Banana Oil) --
13. Methyl Salicylate (Oil of Wintergreen). Essay: Terpenes and Phenylpropanoids --
14. Isolation of Eugenol from Cloves. Essay: Stereochemical Theory of Odor --
15. Spearmint and Caraway Oil: (+)- and ( --
)- Carvones. Essay: The Chemistry of Vision --
16. Isolation of Chlorophyll and Carotenoid Pigments from Spinach. Essay: Ethanol and Fermentation Chemistry --
17. Ethanol from Sucrose --
Part II. INTRODUCTION TO MOLECULAR MODELING. Essay: Molecular Modeling and Molecular Mechanics --
18. An Introduction to Molecular Modeling --
18.1. The Conformations of n-Butane: Local Minima --
18.2. Cyclohexane Chair and Boat Conformations --
18.3. Substituted Cyclohexane Rings --
18.4. Cis- and trans-2-Butene. Essay: Computational Chemistry --
Abinitio and Semiempirical Methods --
19. Computational Chemistry --
19.1. Heats of Formation: Isomerism, Tautomerism, and Regioselectivity --
19.2. Heats of Reactions: SN1 Reaction Rates --
19.3. Density-Electrostatic Potential. Maps --
Acidities of Carboxylic Acids --
19.4. Density --
Electrostatic Potential Maps: Carbocations --
19.5. Density --
LUMO Maps: Reactivities of Carbonyl Groups --
Part III. Properties and Reactions of Organic Compounds --
20. Reactivities of Some Alkyl Halides --
21. Nucleophilic Substitution Reactions: Competing Nucleophiles --
21.1. Competing Nucleophiles with 1-Butanol or 2-Butanol --
21.2. Competing Nucleophiles with 2-Methyl-2-Propanol --
21.3. Analysis --
22. Hydrolysis of Some Alkyl Chlorides Experiment --
23. Synthesis of n-Butyl Bromide and t-Pentyl Chloride --
23.1. N-Butyl Bromide --
23.2. T-Pentyl Chloride --
24. 4-Methylcyclohexene Experiment --
25. Phase-Transfer Catalysis: Addition of Dichlorocarbene to Cyclohexene Essay: Fats and Oils --
26. Methyl Stearate from Methyl Oleate. Essay: Soaps and Detergents --
27. Preparation of Soap --
28. Preparation of a Detergent. Essay: Petroleum and Fossil Fuels --
29. Gas Chromatographic Analysis of Gasolines. Essay: Detection of Alcohol: The Breathalyzer --
30. Chromic Acid Oxidation of Alcohols Experiment --
30.1. Chromic Acid Oxidation of Alcohols --
Visible Spectrophotometer Method --
30.2. Chromic Acid Oxidation of Alcohols --
UV-VIS Spectrophotometer Method. Essay: Green Chemistry --
31. Chiral Reduction of Ethyl Acetoacetate --
31.1. Chiral Reduction of Ethyl Acetoacetate --
31.2. NMR Determination of the Optical Purity of (S)-Ethyl 3-Hydroxybutanoate --
32. Nitration of Aromatic Compounds Using a Recyclable Catalyst --
33. An Oxidation-Reduction Scheme: Borneol, Camphor, Isoborneol --
34. Multi-Step Reaction Sequences: The Conversion of Benzaldehyde to Benzilic Acid --
34.1. Preparation of Benzoin by Thiamine Catalysis Experiment --
34.2. Preparation of Benzil --
34.3. Preparation of Benzilic Acid --
35. Tetraphenylcyclopentadienone --
36. Triphenylmethanol and Benzoic Acid --
36.1. Triphenylmethanol --
36.2. Benzoic Acid --
37. Resolution of (+ /- )-alpha-Phenylethylamine and Determination of Optical Purity --
37.1. Resolution of (+ /- )-alpha-Phenylethylamine --
37.2. Determination of Optical Purity Using NMR and a Chiral Resolving Agent --
38. The Aldol Condensation Reaction: Preparation of Benzalacetophenones Chalcones) --
39. Preparation of an alpha, beta-Unsaturated Ketone via Michael and Aldol Condensation Reactions --
40. Enamine Reactions: 2-Acetylcyclohexanone --
41. 1,4-Diphenyl-1,3-Butadiene --
42. Relative Reactivities of Several Aromatic Compounds --
43. Nitration of Methyl Benzoate. Essay: Local Anesthetics --
44. Benzocaine. Essay: Pheromones: Insect Attractants and Repellents --
45. N, N-Diethyl-m-Toluamide: The Insect Repellent "OFF". Essay: Sulfa Drugs --
46. Sulfa Drugs: Preparation of Sulfanilamide. Essay: Food Colors --
47. Chromatography of Some Dye Mixtures. Essay: Polymers and Plastics --
48. Preparation and Properties of Polymers: Polyester, Nylon, and Polystyrene --
48.1. Polyesters --
48.2. Polyamide (Nylon) --
48.3. Polystyrene --
48.4. Infrared Spectra of Polymer Samples. Essay: Diels-Alder Reactions and Insecticides --
49. The Diels-Alder Reaction of Cyclopentadiene with Maleic Anhydride --
50. Photoreduction of Benzophenone and Rearrangement of Benzpinacol to Benzopinacolone --
50.1. Photoreduction of Benzophenone --
50.2. Synthesis of beta-Benzopinacolone: The Acid-Catalyzed Rearrangement of Benzpinacol. Essay: Fireflies and Photochemistry --
51. Luminol. Essay: The Chemistry of Sweeteners --
52. Carbohydrates --
53. Analysis of a Diet Soft Drink by HPLC. Essay: Chemistry of Milk --
54. Isolation of Casein and Lactose from Milk --
54.1. Isolation of Casein from Milk --
54.2. Isolation of Lactose from Milk --
Part IV. Identification of Organic Substances --
55. Identification of Unknowns --
55.1. Solubility Tests --
55.2. Tests for the Elements (N, S, X) --
55.3. Tests for Unsaturation --
55.4. Aldehydes and Ketones --
55.5. Carboxylic Acids --
55.6. Phenols --
55.7. Amines --
55.8. Alcohols --
55.9. Esters. Part V: PROJECT-BASED EXPERIMENTS --
56. Preparation of a C-4 or C-5 Acetate Ester --
57. A Separation and Purification Scheme --
57.1. Extractions with a separatory funnel --
57.2. Extractions with a Screw-Cap centrifuge tube --
58. Isolation of Essential Oils from Allspice, Cloves, Cumin, Caraway, Cinnamon, or Fennel --
58.1. Isolation of Essential Oils by Steam Distillation --
58.2. Identification of the Constituents of Essential Oils by Gas Chromatography-Mass Spectrometry --
58.3. Investigation of the Essential Oils of Herbs and Spices-Mini-Research Project --
59. Friedel-Crafts Acylation --
60. The Analysis of Antihistamine Drugs by Gas Chromatography-Mass Spectrometry --
61. Carbonation of an Unknown Aromatic Halide --
62. The Aldehyde Enigma --
63. Synthesis of Substituted Chalcones: A Guided-Inquiry Experience --
64. Michael and Aldol Condensation Reactions --
65. Esterification Reactions of Vanillin: The Use of NMR to Solve a Structure Proof Problem --
66. An Oxidation Puzzle --
Part VI. THE TECHNIQUES. Technique --
1. Laboratory Safety --
2. The Laboratory Notebook, Calculations, and Laboratory Records --
3. Laboratory Glassware: Care and Cleaning --
4. How to Find Data for Compounds: Handbooks and Catalogues --
5. Measurement of Volume and Weight --
6. Heating and Cooling Methods --
7. Reaction Methods --
8. Filtration --
9. Physical Constants of Solids: The Melting Point --
10. Solubility --
11. Crystallization: Purification of Solids --
12. Extractions, Separations, and Drying Agents --
13. Physical Constants of Liquids: The Boiling Point and Density --
14. Simple Distillation --
15. Fractional Distillation, Azeotropes --
16. Vacuum Distillation, Manometers --
17. Sublimation --
18. Steam Distillation --
19. Column Chromatography --
20. Thin-Layer Chromatography --
21. High-Performance Liquid Chromatography (HPLC) --
22. Gas Chromatography --
23. Polarimetry --
24. Refractometry --
25. Infrared Spectroscopy --
26. Nuclear Magnetic Resonance Spectroscopy (Proton NMR) --
27. Carbon-13 Nuclear Magnetic Resonance Spectroscopy --
28. Mass Spectrometry --
29. Guide to the Chemical Literature --
Appendix 1. Tables of Unknowns and Derivatives --
Appendix 2. Procedure for Preparing Derivatives --
Appendix 3. Index of Spectra.
Series Title: Brooks/Cole laboratory series for organic chemistry.
Other Titles: Organic laboratory techniques
Responsibility: Donald L. Pavia [and others].
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