book reviews Editor: W . F . KIEFFER College of Woosler Woo*er, Oh*
reetions. On the other hand, a teachers' supplement will he available which will contain, in addition to the umal lists of apparatus and reagents, detailed directions for making the soliltions and a list of synonyms for stockroom personnel. The style throughout is that of classic organic ehemistry-straightforward, ,precise, detailed but not wordy, with nelbher talking dawn t o students nor aiming over their heads. The book is obviously written by chemists who enjoy their laboratory work and who are able to communicate. Highly recommended.
preparations of similar t r m p o ~ n d s reqniring only sohstitrdion of reagents (a simple way to add a little exbra interest), Ralph L. Dannley, Case Western ReIRWIN COHEN and, for special assignments, improved serve University, and James D. Crum, Youngslown State Uniuersily background, and correlation with lecture California State College a t San BernarYoungsloum, Ohio work, literature citations of different. dino. The M~cmillanCo., New Yark, ~ y n ~ I w , e ~ tiwgivvt~ o i ~ y p c o L i ~ ~ n ~ ~ p , , o ~ . , l . 341 pp. Figs. and tables. 1968 x m?Iys!.. c~perimm.~.. 'I'hc q > d i ~ a ~ w c~ 16 X 24 cm. $7.25. iw ludr aJubilit\.. clcnw.tnl an.rlvri~ ir " ~~~ dium fusion), functional group tests, and The special features of this new elementary organic chemistry laboratory derivatization (with brief tables of derivtext are tbat it provides for excellent coratives). These can be taken up as Rodd's Chemirtrv of Carbon Comthey appear with each fonctional group, relation of laboratory and lecture and pounds. Volume 11, Alicyciic Comor they can he used as a separate section that i t offers an unusually thorough and Port A, Monocarbocyclir pounds: well-integrated introduction to qualitsi of the course, or both approaches could Compounds l o a n d Including Five he used, or (but one would hope not!) tive analysis. Ring Atoms they eonld be skipped over. The overall organiention is according to functional groups, with interspersed The last six of the 80 experiments are Edited by S. Coffey (2nd ed.), Amerispecial problems: col~tmn, thin-layer, special topics such as fats, proteins, the can Elsevier Publishing Co., Inc., New paper, and gas-liquid chromatography, acetoacetic ester synthesis, dyes, etc. 228 pp., Tables. York, 1968. xvi infrared, and hdloon-technique hydrogenThe breakdown is suffioiently detailed X 23 em. $16. 16 ation. These and perhaps a. third to to allow use with either the clsssical or the integrated approach. Within each a half of the regular sections could he Part A of Volume I1 (Alicyelic Comfunctional group category there are skipped far a course of 30 three-hour pounds) of the revisiou of "Rodd's Chemtypically three sections: t a t tribe experiods, hut most of the book would be istry of Carbon Compounds" has recently periments, synthesis, and analysis. Each needed for 30 weeks of two three-hour appeared, some fifteen years after the periods each unless a few weeks are reof these sections is introduced by a snmpublication of its counterpart in the first mary of t,ho relevant chemistry. The served for exbra work in qualitative analyedition. The volume consists of four sis. test tube experiments check oot salient, chapters covering the topics of a general physical and chemical properties such All work is small scale, in test tnhes or introduction to alicyclic ring systems as odor, solnbility, and simple chazac100-200 ml flasks. Directions and dia(Chapter 1, 18 pages, M. Smith), cycloteristic reactions. There is more than grams are given for both ball-and-socket, propane compounds (Chapter 2, 53 pages; the N S U ~selection of slrch work, md i t ~ n dconventional glassware. The qnesM. Smith), cyclohutane and its derivaappears to be well chosen from the standtions at the end, of each section are tives (Chapter 3 , 3 2 pages; B. C. Uff) and points of both feasibility and maximal relevant and of appropriate diffieuky and finally the eyclopentane group (Chapter relevance to t,helecture course. interest. 4, 100 pages; M. Green, G. R. Knox, and The synthesis experiments me of Some omissions which may or may not P. L. Pauson). The pseudo-aromat,ic course the heart of the elementary organic be desirable, according to the t,aste of cyclopentadienyls (metallocenes) have laboratory. These experiment,^ include, the user: no first-aid section, no w~g- been moved from Volume I I I B of the gested times for the experiments, no kinetbeside the usual detailed procedures, infirst edition and are now included under frared spectra of t,he prodoeta, snggeated ics or opt.icnl activity, no noLehook dithe general consideration of cyclopentadiene derivatives in Chapter 4. A 22page index with almost 1900 entires pertaining to this volume i~ provided, as well as an Errata sheet containing only 6 entries. Four more suh-vohlmes (B through E ) are to appear before the &part revision -Reviewed in this Issue of Volume I1 will be completed. The volume gives the gratifying overall impression of being about as up-todate as possible. Of the over 2300 literaRalph L. Dannley and James D. Cmm, Experimental Orgnnic Chemistry ture references cited throughout the book, more than ane-third past-date 1960, and almost twa-thirds post-date 1950. Many Ring Atoms references duenment discoveries in 1906, and even work as late as 1967 has on ocJohn K.Slille, Industrial Organic Chemktry casion been inchtded. I t seems reasonable, therefore, to assume that this volrlme J . M. Thomas and W . J . Thomas, Introduction of the Principles of Heterogeneous provides quite adeqnate coverage of the Catalysis mare recent literature on the topics it considers. Herberl Childs, An American Genius The Life of Ernest Orlando Lawrence, The overall organization of the present Father of the Cyclotron volume follows quite closely that of the Raymond Daydcl, The Fundamentals of Theoretical Chemistry-Wave Mechanics first four chapters (123 pages) of Volume Applied to the Study of Atoms and hlolecules IIA of the first edition. The present 203-page coverage of these same topics Experimental Organic Chemistry
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(Conlinuc,d on page A840)
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book reviews represents a 1.6-fold increase, and provides a measure of the amartnt of new material brought into the four currently revised chapkrs. Tables of physical properties have in many instances been brought up to date by the simple expedient of adding new entries to the corresponding tables in Volume IIA of the first edition. There are also several completely new tables of physical properties, and some such tables of the first-edilion have now been deleted. Many componnds, along with certain of their physical properties, are only tabulated in-line as part of the text,ual mat,erial, however, which unfortunately makes them rather difficult to loertte, even though such compounds are italicized and listed in the index. The many desirable and commendable feebures which readers have found in previous volumes of bath editions of the I b d d series, and whieh have been emphaiiized in earlier reviews in THIS JOURNAL, are also to be foond in the present volume. Unfortunately, however, several of the quite minor general criticisms whieh this reviewer has had concerning previou~ volumes in the second edition of t,he ltodd series also apply to the present volume. The unjustifiable and annoying British idiosyncrasy of providing references parenthetically and in-line with the text (as apposed to footnotes or post,-chapter reference lists) tends to promote rat,her haky
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Journol of Chemical Educotion
and uninspired writing and insures d d and tedious reading. The unfortunate concomitant use of "(loe. cil.)" fur previously cited references guarantees frustration and lost time for anyone aet,ually attempt,ing to use the references cited as a bridge to the original lit,erature. Time, money, effort, and space could have been conserved if pre-1950 references were simply made to Beilstein (from where such references undoubtedly originated and where the depth of treatment of course exceeds that of Rodd's series) instead of to the original literature. Time, money, effort, and space could also have been conserved if greater reference had been made to the first edition of Rodd. While there artre in fact a few references to Itodd's first edition in the present volume, there is a rather large amount of material which represents close and sometimes exact duplication of corresponding material in the first edition. I n the important interests of bot,h cost and shelf-spacewhether for the individual chemist or for the chemical library-it seems unfartunate that greater reliance has not been made upon the simple page-saving expedient of maximizing the references to Iiodd's first edition. The above criticisms are minor technicalities, of course, and in no way detract from the well demonstrated overall excellence of the Rodd treatise, nor from the adequacy with which this series fulfills (Conlimed on page A S @ )
book reviews the need for a n up-to-date general compendium for organic chemist,^.
WILLIAM A. BONNER Stanjord Uniucrsity Stanford, California 94505
Industrial Organic Chemistry
John K . Stille, University of Iowa. Prentice-Hall, Ino., Englewood Cliffs, 128 pp. New Jersey, 1968. xiv 15.5 X 23.5 cm. Clothbound, 55.96; paperbound, 62.50.
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Professor Stille's book is the latest addition to the Prentice-Iisll series "Modern Organic ChemistryN-a series, by the way, which has been disappointingly tardy in getting off the ground. The first volume to appear (Allinger and Allinger) listed expected publication dates of 17 more, none laber than 1966. Now in mid-1968 only 6 have seen daylight, and the series is in danger of having its first adjective hecome misleading and irrelevant. "Industrial Organic Chemistry" is predicated on the fact that most people trained ss organic chemists will event,ually work in industry. The subject does interest most students before they become schooled in the se%demie arrogance; thus this hook will probably he appreciated by those just start,ing to learn organic chemistry. The book itself is organiaed on traditional lines according to functional groups, from hydrocarbons, through alcohols, aldehydes and ketones, etc., to polymers. The reactions within each chapter itre preparative and limited to those practiced on a. fairly large scale. There is a. good balance between reactions of general utilit,y and those specific for the praduction of a certain compound. In the many cases where the synthesized compound is not an end-product but an intermediate, the story is carried further by cross-referencing to the appropriate chapter. Thus one can easily follow the stepwise production of Nylon from hydrocarbon sources, or conversely, start with Nylon and work backwards through the various precursors. The introduction gives some insight into chemical economics. (Tables of current costs per pound and annual production in tons are found in two appendices.) But there is little explicit discussion of the diversity of organic chemical production, or the relative importance, either economic or nsewise of the various branches. The reader may infer the prime importance of polymers and polymer intermediates, with solvents, fuels, and insecticides as dso-ram. There is scant mention of detergents and pharmaceuticals; none of dyes, pigments, or perfumes. On the whole, the volume, within its obvious space limitations, gives a fairly comprehensive and up-to-date treatment of the bulk organic chemical industry and should form light but instructive entertainment far student,^ completing their
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