fieser - organic experiments 7e [chemistry] (heath, 1992)

Organic Experiments [...]... the solid condenses ^ Filter paper " Polyethylene filter disk Polypropylene Hirsch funnel Buchner funnel Filtervac FIG 3 Hirsch funnel with polyethylene frit - Filter paper - Polyethylene filter disk (frit) Hirsch funnel FIG 5 FIG 4 Hirsch funnel with integral adapter, polyethylene frit, and 25~mL filter flask Filter flask Suction filter assembly Organic Experiments 15-mL Centrifuge "tube, to... (k) powder funnel; Chapter 1 (i) (i) Introduction (k) Pinhole - (1) (q) (P) (I) polyethylene wash bottle; (m) single-pan electronic balance with automatic zeroing and digital readout, 100 g ± 0.001 g capacity; (n) electric flask heater; (o) solid-state control for electric flask heater; (p) stainless steel spatula; (q) Keck clamp 10 Organic Experiments require heat, which is most conveniently applied... secondary alcohols (such as tetrahydrofuran, diethyl ether, and diisopropyl ether), —C—H CH3 /CHs CH—O—CH ^CT Tetrahydrofuran X CH3 CH 3 Diisopropyl ether Dioxane Benzylic Compounds O O CH2=CH-O-C-CH3 Cyclohexene CH2=CH-CH 2- RCH Vinyl acetate Allylic Compounds Aldehydes O FIG 5 Some compounds that form peroxides II RCR Ketones Chapter 2 Don't distill to dry ness 17 Laboratory Safety and Waste Disposal form... the reaction" Synthesis and structure determination are two major concerns of the organic chemist, and both are dealt with in this book The rational synthesis of an organic compound, whether it involves the transformation of one functional group into another or a carbon-carbon bond forming reaction, starts with a reaction Organic reactions usually take place in the liquid phase and are homogeneous, in... increase the rate of the reaction A very useful rule of thumb is that the rate of an organic reaction doubles with a 10°C rise of temperature The late Louis Fieser, an outstanding organic chemist and professor at Harvard University, introduced the idea of changing the traditional solvents of many reactions to high-boiling solvents in order to reduce reaction times Throughout this book we will use solvents... Contents X//7 27 Esterification 275 28 Diels-Alder Reaction 29 Ferrocene, Bis(cyclopentadienyl)iron 30 Aldehydes and Ketones 31 Crignard Synthesis of Triphenylmethanol and Benzoic Acid 319 32 Reactions of Triphenylmethyl Carbocation, Carbanion, and Radical 329 33 Dibenzalacetone by the Aldol Condensation 34 Wittig-Horner Reaction 35 p-Terphenyl by the Diets-Alder Reaction 36 Nitration of Methyl Benzoate... Reaction: 4-Chlorotoluene and 2-lodobenzoic Acid 393 43 Malonic Ester Synthesis: Synthesis of a Barbiturate 44 Photochemistry: The Synthesis of Benzopinacol 45 Luminol: Synthesis of a Chemiluminescent Substance 46 Tetraphenylcyclopentadienone 47 Hexaphenylbenzene and Dimethyl Tetraphenylphthalate 48 1,2,3,4-Tetraphenylnaphthalene via Benzyne 49 Triptycene via Benzyne 50 Oxidative Coupling of Alkynes: 2,7-Dimethyl'3,Soctadiyn-2,7-aiol... coming to the lab to do preparative experiments, prepare a table of reagents (in your notebook) to be used and the products expected, with their physical properties (An illustrative table appears with the first 12 The laboratory notebook What you did How you did it What you observed Your conclusions Organic Experiments preparative equipment, the preparation of 1-bromobutane.) From your table, use the... even small-scale experiments can be hazardous to the eyes It takes only a single drop of a corrosive reagent to do lasting damage Handling concentrated acids and alkalis, dehydrating agents, and oxidizing agents calls for commonsense care to avoid spills and splashes and to avoid breathing the often corrosive vapors Certain organic chemicals present problems with acute toxicity from short-duration... 1,2,3,4-Tetraphenylnaphthalene via Benzyne 49 Triptycene via Benzyne 50 Oxidative Coupling of Alkynes: 2,7-Dimethyl'3,Soctadiyn-2,7-aiol 4 35 51 Sugars 52 Synthesis of Vitamin K7: Quinones 53 The Friedel-Crafts Reaction: Anthraquinone and Anthracene 457 401 407 419 425 431 439 449 Derivatives of 1,2-Diphenylethane—A Multistep Synthesis 464 54 415 The Benzoin Condensation: Cyanide Ion and Thiamine Catalyzed 467 . Number: 0-6 6 9-2 434 4-2 Library of Congress Catalog Number: 9 1-7 1287 10 9 8 7 6 5 4 Preface Organic Experiments, Seventh Edition, presents to the beginning student a series of clear and concise experiments. and regulations must be known and adhered to. Range of Experiments Organic Experiments includes a wide range of experiments and experimen- tal procedures: Pelletized Norit is introduced (Chapter. Tetraphenylphthalate 421 48 1,2,3,4-Tetraphenylnaphthalene via Benzyne 425 49 Triptycene via Benzyne 431 50 Oxidative Coupling of Alkynes: 2,7-Dimethyl'3,S- octadiyn-2,7-aiol 4 35 51 Sugars 439 52