Mechanism and Theory in Organic Chemistry, Third Edition (Lowry

Graduate Education / Research ... Journal of Chemical Education .... to Environmental Science & Technology and Environmental Science & Technology Lett...
0 downloads 0 Views 2MB Size
commendable, because the topics are mentioned, very short explanations of the concepts are given (which can be expanded further by the instructor if so desired), and the length of the book is kept a t a desirable level, 861 pages. His treatment of quantization is novel and worthy of use. The periodic table furnished on the inside front cover contains 109 elements, and it has the correct A and B headings. I t is unfortunate that some other topics such as VSEPR Theory and limiting reagent (almost done on p. 203) are not covered even in a rudimentary fashion. Double and triple bonding are covered, but there is no mention of sigma and pi bonding and there is no orbital picture to enhance the understanding of this important topic (only a ball-and-stick model much later, p. 508 and p. 513). One very specific drawback is the complete absence of S I units in this book. Even in relation to heat, the author clings to the now outmoded use of calories. The descriptive material is treated in the third section of the hook under a large variety of headings such as water, me&, nonmetals, personal care products, and fossil fuels. The specific topics covered include hard and soft water, allotropes, makeup formulations, marijuana, and sulfuric acid, among many others. The diversity and depth are adequate. The author enhances the pedagogical value of this descriptive material by making enough cross-references to the corresponding theoretical material. The book is not fancy. The cover is multicolored and hrieht. The text itself is in hlack and whrte with pffectiw highlight ofthedefinition* in heige cdor. The pictures and diagrams are appropriate and of varying shades of these same colors. The diagrams parallel the text and are designed to enhance the student's understanding. Historical profiles of about 20 scientists (surprisingly not that of Watson nor Pauling), each about one-half naee in lendh. .. . are inters~ersedthrouehout the book, adding aperrmal dimension cu it. The author stater that there ir supplemental material available, including the answers to all the questions and a test bank. These materials were not available to me for review. The book is particularly free of typagraphical or conceptual errors. Juan F. Villa M e r t H. Lehman College of me City University of New Yo* Bedfwd Park Boulevard West

. ..

Organlc Chemislry Douglas J. Raber and Nancy K. Raber. West: New York. NY. 1988. xix 1445 pp. Figs. and tables. 19.5 X 26 cm.

+

This text is written for a full-year first course in organic chemistry. The material is divided into 27 chapters, using the functional group approach. Worked examples and exercises are found within the text, and there are numerous problems a t the end of each chapter. Also found a t the end of most chapters are useful sections entitled "Terms

and Definitions" and "Summary df Reactions". No solutions to the exercises and problems are given: if smwers are desired, the "Student Sulutions Manual and Study Guide" must be purrhared. The authors indicate in the preface that the Instructor's Manual contains full literature citations for all reactions included in the text. This should prove to be very handy on those occasions when instructors wish to add a little something extra to their lectures. The lawut apppars to haw been carefully and thuuahtfully deqigned. Figures and re. action schemes are will drawn, using only two colors, red and black. No errors were found durine this review. Most of t6e material which an instructor of introductory organic rhemistry would l i k e t u r u w ran he found in this book. However, the topics whieh the authors choose to emphasize, and the order of presentation should be closely examined by anyone considering adopting this book for classroom use. Some of the topics which filled the pages of organic teats in earlier years (e.g. soaps, detergents, fats, oils, phenols, am dyes) are barely mentioned, and in their place are discussions of frontier orbitals, multistep syntheses, and carbon-13 NMR. Chapter 10 covers aromatieity and the structure of benzene in 22 pages, and then spends only 12 pages on a partial treatment of electrophilie aromatic substitution. This latter subject is continued in Chapter 18. The acidity of carboxylie acids, including substituent effects, is covered in Chapter 4. Twelve chapters later we find the remaining material on acids. Reactions of alkenes are in Chapter 5, except for polymerization, which is in Chapter 25. The Diels-Alder Reaction is not covered in the chapter on dienes, hut rather at the end of the book in a chapter entitled "Organic Synthesis Using Polyfunctional Compounds". Topics of biochemical interest receive adequate coverage, although again, the order of presentation is a little unusual. For example, there is no chapter dealing in the traditional way with amino acids and proteins. Amino acids and peptides are in Chapter 20, nueleic ac-. ids are found in Chapter 25 along with other natural polymers such as rubber and cellulose, and manmade polymers such as nylon and polystyrene, and purines and pyrimidines are in Chapter 24, along with other heterocyclic compounds. I t is curious that these closely related biochemical topics are discussed in three separate places, whereas unrelated systems are brought together in the polymers chapter. I t is this reviewer's minion that the first 21 rhapters are well written, with content and CwI of presentation quite satiufart~ry for the intended audience.'l'he mnphssis un more modern topics, the near omission of some of the old favorites, and the order of presentation will receive mixed reviews. The last six chapters will not prove to be so useful. Part of this material, such as polymers, should have been ineoroorated into the first 21 chapters, hut acreat deal could haw been left out withcut doing h m n tgr the buok. At six pounds, it is far t w heavy anyhow' Harold M. Bell Virginia Polytechnic InstlMe and State University Blacksburg. VA 24061 ~~~

~~~~

~~~~

~~

~

~~

~

Mechanism a n d Theory In Organic Chemistry, Thlrd Edition Thomas H Lowry and Kathleen Schueller Richardson. Harper a Row: New York, 1987. xi1 1090 pp. Figs. and tables. 24 X 19 cm.

+

In the second edition of this popular introduction to reaction mechanisms in organic chemistry there was a substantial change in the format of the teat relative to that in the first edition. In this, the third edition, the changes are less obvious and appear to be directed toward clarification and more precise definition but do include the expected expansion to include recent findings, revisions, and corrections of previous materials as well as a limited number of new subject areas. The review of the second edition by K. D. Berlin (this Journal 1982, 59, A1431, with only a few changes, would apply equally well to this edition and should be read by prospective purchasers. Aceording to the authors' preface, changes in the new edition include coverage of Hiickel molecular orbital theory, an overview of the approach taken by semiempirical and ab initio calculations, a discussion of solvent isotope effects, expansion of the treatment of gas phase processes to include uucleophilic substitution and elimination, introduction of Marcus and Pross-Shaik models of reaetion coordinates, expanded treatment of electron-transfer mechanisms, expanded discussion of triplet state carhenes, an introduction to electron-spin resonance, and a revised treatment of chemically induced dynamic nuclear polarization (CIDNP). Page by page comparison of the two editions suggests that the authors have been modest in their claims. Thus, for example, this reviewer finds Chapter 4, Aliphatic Nucleophilic Substitution, and Chapter 12, Photoehemistry, to have been rather thoroughly revised. The third edition is approximately 100 pages longer than the second, and, although some text from the second edition may not have been reset, it appears to this reviewer as though in general there may be slightly more text per page in the new edition. Although some material has been deleted, the amount of such material is not large. To most, but not all, chapters a reasonable number of new problems have been added. The copyright date is listed as 1987, and the text was made available for examination early in that year. Thns, the manuscript was probably completed sometime in early 1986. In accord with this speculation are the latest dates for references (1985) in the text. As recent progress in physical organic chemistry and in reaction mechanisms has been generally thought to have been less vigorous than in previous decades, it is not surprising that the number of recent references is relatively small. Even so, progress is being made; thus, some of the discussion in the text may not represent either the latest thinking or the degree of controversy still existent because of research reported since the book was completed. Thus, discussions of single-electron transfer reactions, of the stereochemical considerations in the addition of arganametallic or hydride reagents (Continued on page A132)

Volume 66

Number 4

April 1989

A131

to rarhanyl groups. of radical versus anionic

ryrlizarions, and of radical reactions in general may have to he rupplemented by the instructor hy reference to the current literature. In the brief discussion of stereochemistry in Chapter 2 the terms stereogenic, chirotopic, and achirotopie (cf. this Journal 1987,64,1035) are neither used nor defined. There is no discussion in the text of the Curtin-Hammett principle (cf. this Journal 1986. 63, 42), considered by some instmetors to he an important component of modern reaction mechanisms courses. Overall this edition retains the value of its maduoredecessors aa a text for a first-vear " ate course in organic reaction merhanisms. Although it is nut a one-volume reference work un organic reaction mechanisms and may provide little or no information in response to a specific question (e.g., migratory aptitudes in the Baeyer-Villiger oxidation or structural effects in the Cope elimination), most organic chemists will find it to he avaluable addition to their reference libraries. Henry E. Baurngarten Unhersltyot Nebraska-Lincoln Lincoln. NE 68588

.~

A132

.

Journal of Chemical Education