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Reagents for Organic Synthesis: L.F. Fieser: Books - …

1967 With Mary Fieser. Reagents for Organic Synthesis. 6 vols. New York: Wiley (1967-76).

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Fieser And Fiesers Reagents For Organic Synthesis

is a comprehensive online resource for synthetic organic chemists. Instead of offering coverage of millions of reactions, it uniquely focuses on 200,000+ of the most important and useful synthetic reactions. These reactions are reviewed and refined by trained chemists (rather than machine selected), resulting in a high quality, verified critical discussion of the use, selection, usability and repeatability of a given reaction.

Fiesers' Reagents for Organic Synthesis, Volume 19 Tse …

Fieser, usually with his wife Mary as collaborator and in more than half as co-author, wrote thirteen books, five of which went through three editions. Among these are, in addition to Natural Products Related to Phenanthrene mentioned earlier (four editions, including Steroids), his laboratory manual and first book Experiments in Organic Chemistry (three editions, 1935-55), followed by Organic Experiments (three editions, 1964-75, the last with K. L. Williamson), several popular and widely used textbooks (Organic Chemistry, Textbook of Organic Chemistry, Introduction to Organic Chemistry, Basic Organic Chemistry, Advanced Organic Chemistry, Topics in Organic Chemistry , and Current Topics in Organic Chemistry), Style Guide for Chemists , and several smaller and highly personal books. Then came the important and extremely useful series, Reagents for Organic Synthesis with Mary Fieser, vol. 1 of which appeared in 1967 and which is still appearing, vol. 15 having come out in 1990. Without reflecting on the other Fieser books, it can fairly be asserted that this series is the most important by a considerable margin. It is indispensible to the practicing organic chemist and is to be found in an easily accessible place in almost every such chemist's bookshelf. A small but very significant point—in it topics are arranged alphabetically, a happy choice which makes the use of the series easy and rapid. The principal competing series suffers grievously from a cumbersome and difficult organization.

Fieser And Fiesers Reagents For Organic Synthesis …

For many years Fieser taught Chem 2, later Chem 20, the introductory course in organic chemistry at Harvard, and did so with remarkable elan and verve. He had a keen sense of the dramatic and enlivened his classes with such spectacles as his famous demonstration of how not to recrystallize, which ended with spilled solvent, crystallizate creeping over the sides of a much-too-large filter paper, and decolorizing charcoal over everything including and especially Fieser!

new Reagents for Organic Synthesis series. In the later editions of Organic Experiments much emphasis was laid on simple and easily fabricated pieces of apparatus.

Fieser And Fieser's Reagents for Organic Synthesis …

little indication of and lays little emphasis on his extraordinary love for and skill at experimental work in the organic laboratory. He was a gifted experimentalist, indeed a virtuoso who delighted in finding the simple, practical, ingenious yet elegant solution to an experimental problem. No fewer than forty of his 340 published papers were based on his own experiments. A beautiful example of his exceptional skill as an experimentalist is provided by an incident that occurred during his work on vitamin K. After devising a simple but elegant synthesis of this substance, he developed a novel and very efficient purification of it from natural concentrates (3-5%), in order to obtain a comparison sample. Theretofore it had been purified only by lengthy and cumbersome procedures; his method comprised conversion to the hydroquinone whose unusual solubility properties allowed an easy purification. Reconversion to the quinone gave the pure vitamin, with which his synthetic sample was identical in all respects.

The work stemmed from a lead uncovered by the screening at Abbott Laboratories of random samples from university research laboratories for activity against plasmodium lophurae in ducks. Among several hundred such samples, three from the collection of Samuel Cox Hooker which had been bequeathed to Fieser were found to have some antimalarial activity. These were the naphoquinone hydrolapachol and two related less active quinones. In a major effort involving more than thirty collaborators at Harvard and elsewhere, Fieser rapidly explored the relationship between structure and activity in these quinones. More than three hundred compounds were prepared and examined, and concommitant studies of the mode of action and degradation in the organism were carried out. Activity was shown to peak in 2-alkyl-3-hydroxynaphthoquinones when the alkyl side chain is nine carbon atoms long and normal or terminally branched. When the side chain contains an alicyclic ring, peak activity occurs at a C10 or C11 chain length, with two rings activity peaks at C12 or C13. An aryl substituent produces an even greater shift and steric configuration is important. Unfortunately the compounds are rapidly metabolized, but it was found

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    Reagents for organic synthesis. L. F. Fieser and M. Fieser. Wiley, New York, 1967. ix + 1457 pp. $27.50

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Volume 94 (2017) Preface Scott E

Fieser's keen interest in and knowledge of quinones lead him to make a major contribution to the chemistry and synthesis of the quinonoid natural substance vitamin K in the late 1930s. The existing purification methods for this substance were both inefficient and cumbersome; Fieser quickly devised both an efficient synthesis and a novel and effective purification based on the unusual solubility properties of the corresponding hydroquine. As was so often the

Fischer Esterification - Organic chemistry

While at Bryn Mawr Fieser met Mary Peters, a member of his second class, who, after graduating from Bryn Mawr, entered Radcliffe College to undertake graduate study under Fieser's direction. They were married in 1932, and thereby began a remarkable scientific and literary collaboration. Mary Fieser was his constant companion, friend, and indefatigable collaborator. Together they published thirty-five papers, eight books, and the important series, "Reagents for Organic Synthesis."

Fischer Esterification Fischer-Speier Esterification

succeeded Elmer Peter Kohler, produced some twenty papers in the general area of quinone chemistry. His synthesis of the quinonoid pigment lapachol in 1927 led to a close friendship wih Samuel Cox Hooker, a retired industrialist who had established a private laboratory in Brookyn and returned after a lapse of twenty years to a study of lapachol, the pigment of the South American Bethabarra wood. Hooker was a skillful and resourceful experimentalist, qualities greatly admired by Fieser. A measure of the admiration, respect and affection which the young academic chemist had for the much older Hooker is provided by his preparation for posthumous publication of a series of eleven papers covering Hooker's later studies on lapachol and related substances. These studies were carried out during the period 1915-35 and appeared in the Journal of the American Chemical Society in 1936. Hooker's earlier investigations on lapachol had been published in eleven papers appearing in the period 1889-96 and were reprinted with the later series in 1936. Fieser was later to use with virtuosity in his antimalarial studies during World War II a reaction discovered by Hooker ("Hooker oxidation").


But one is not born with the ability to write clear, concise, and interesting prose. On the first page of Fieser and Fieser's Style Guide for Chemists appears the admission "that the senior member of this writing team has committed all the sins illustrated in the examples that follow and wrote the choicest of the bad sentences cited." To write with clarity, conciseness, and style must be learned, and Fieser not only learned well but made this experience readily available to us all, both by example and instruction. That his wife and collaborator was in no small way influential in this process is evident from the fact that the book referred to above grew out of a set of notes on grammar, rhetoric, and style prepared by Mary Fieser for incorporation into a pamphlet for contributors to Organic Reactions.

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