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Saunders: Fort Worth, 1997. Figs. and tables. 22 x 26 cm. xxxii +
1135 pp + appendices. ISBN 0-03-020458-5. $70.00.
The two most important changes in this book from
the first edition (reviewed in J. Chem.
Educ. 1996, 73, A13) are the inclusion of Christopher Foote as a second author
and a major reorganization of the material. Topic sequence
is always an issue in the first organic chemistry course. In
this edition, Browne and Foote chose to use acid-base chemistry
to introduce mechanism and the correlation between
structure and reactivity. Electrophilic additions to alkenes are
deferred until after a thorough discussion of
stereochemistry. Given this, it is surprising that all of the examples that deal with
stereochemical analysis for electrophilic addition to acyclic
alkenes are left to the very end of the chapter on alkene
reactions. One could argue that if the trouble is taken to
introduce stereochemistry so early in the text, it should be
exploited earlier in the discussion of electrophilic addition.
Instrumental techniques for determination are found near the middle
of the book. The discussion of 1H NMR spectroscopy
precedes that of 13C. Diene and arene chemistry are presented
after the examination of carbonyl reactivity (both
nucleophilic addition and enolate reactions). I actually preferred
the arrangement in the first edition, with alkene addition
reactions following directly after acid-base reactions and arene
chemistry preceding the carbonyl group reactions.
The authors state quite reasonably that they see
their audience as consisting of chemistry majors and
students of biology and the health sciences. They are quite
successful in linking the science of organic chemistry with issues
that will resonate with the intended audience. Natural
products appear early and often, both in problems and in essays
referred to as "Chemistry in Action". Emphasis is placed on
relating molecular structure to biological activity.
Students should find the text aesthetically pleasing.
In general, good use is made of color (including a nice
selection of color photographs). Clearly the authors have made an
effort to make this an up-to-date text. I found the discussions
of mass spectrometric analysis of the Martian
meteorite ALH84001 (pulled from the headlines) and kinetic
resolution using esterases to be quite interesting.
The chapter problems are thorough and many focus
on molecules with biological relevance. I was intrigued to
note that problems that incorporate the ChemOffice
software package (ChemDraw and Chem3D) are peppered
throughout the text. This software is easy and fun to use and would
make an excellent supplement. Unfortunately the software
package is fairly expensive for individual students ($99
according to the manufacturer; however, the publisher offers a
significantly lower price when packaged with the Brown and
Foote text) but should be useful in a computer laboratory
setting. The four brief interviews with chemists from academic
and industrial settings are a nice touch. I found the
appendices, which are significantly expanded from the first edition, to
be thorough and well written. Appendix 7 is especially
noteworthy in that it provides an alphabetical listing and
brief description of the major types of reagents used in the
text (sort of a miniature Fieser and Fieser's Reagents for
Organic Synthesis).
I am always disappointed when a section on answers
to selected problems doesn't find its way into the back of
the text. There is, of course, a study guide, which supplies
all the answers for the students to purchase.
Overall, Browne and Foote have created an excellent
text, which should warrant serious consideration for rigorous,
two-semester introductory courses in organic chemistry.
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