|
Hans Beyer (dec.) and Wolfgang Walter. Translated
and edited by Douglas Lloyd. Albion: Chichester, England,
1997. xix + 1037 pp. ISBN 1-898563-37-3. $45.00.
This work is an English translation of the highly
successful German-language Lehrbuch der
Organischem Chemie, first published in 1953 and revised through
more than twenty subsequent editions. This translation is
from the 22nd edition; there was a Spanish translation of
the 19th edition and an unauthorized Chinese translation of
the 18th. Although the word "Lehrbuch" is usually
translated as "textbook", the coverage of many topics exceeds that
in most U.S. textbooks. For instance, the chemistry of
cyclobutane and its derivatives extends over four pages and
azo dyestuffs (not surprisingly for a text originating in
Germany) rate about 12 pages. Structures are clearly and
carefully drawn and mechanistic considerations of reactions are
usually included where appropriate. The curved arrow
notation is used only sporadically throughout the book.
Physical properties are included for most individually
mentioned compounds.
The chapter headings reflect the scope of coverage
of organic structures and reactions. They are:
1. General. A survey of laboratory techniques for
purification, methods for determination of structure sand a
discussion of chemical bonding.
2. Aliphatic Compounds. The longest chapter,
covering the spectrum of aliphatic functionality, including
main group and transition metal organometallic compounds.
3. Alicyclic Compounds. The emphasis here is on
the synthesis of small, medium, large, bicyclic, and spiro
ring systems.
4. Carbohydrates.
5. Aromatic Compounds, Derivatives of
Benzene. This is the second longest chapter and is focused on the
chemistry of substituted benzenes.
6. Isoprenoids. Terpenes and steroids.
7. Heterocyclic
Compounds. This chapter covers the many variations of ring size, the identity of the
heteroatom, and the number of heteroatoms in the cyclic structure.
8. Amino acids, Peptides and Proteins.
9. The Chemistry and Function of Nucleic
Acids. This chapter contains a short but useful discussion of
molecular genetics
10. Enzymes.
11. Metabolic Processes. This, the shortest
chapter, includes discussions of photosynthesis,
fermentation, glycolysis, and the citric acid cycle.
The book concludes with an extensive appendix of
hazardous and carcinogenic organic compounds with their
hazard symbols, R numbers (referring to special hazards),
and S numbers (referring to safety precautions). The
compounds are cross-referenced to the page of the book on which
they appear. A second appendix follows with a compendium
of named reactions and concepts. Finally, an index of
names and a very complete subject index are included.
A major emphasis in this text is on the structures
and reactions of biomolecules, both synthetic and
naturally occurring. This is reflected in the
chapter titles mentioned above and in countless examples throughout the text.
We learn on page 516 that the
amidinohydrazone/thiosemicarbazone derivative of
p-benzaquinone is effective as a disinfectant for the mouth and throat and on page 699
that tomatin is a steroid that occurs as an aglycone in the
leaves of the wild tomato. Another prevalent theme is the
integration of industrial processes with the descriptive chemistry.
The section on azo dyestuffs is a significant example, as
is the discussion of several methods for the production
of acetylene from electrolysis of carbon and hydrogen
or methane, hydrolysis of calcium hydride, and
plasma cracking of hydrocarbons.
The text contains about one reference per page.
However, most references are to secondary literature
(monographs, serial reviews, and review journals). A
frequently cited journal is Angewandte
Chemie, and the International Edition in
English page citations are given. Most of the
literature citations predate 1990, although a few reviews
as recent as 1994 were noted. One frustration is that the
work of 1500 chemists is cited by name and year of
publication, but no journal references are provided. Thus, we read
on page 293 that Geuther (1863) first synthesized
ethyl acetoacetate and that Geuther and Franklin had a
heated argument about the structure. The argument was
resolved by Knorr (1911), who suggested a tautomeric equilibrium.
This text contains far too much chemistry for an
introductory course in organic chemistry. There are no
exercises within the chapters and no problems at their end.
However, this would be very appropriate as an intermediate text
for an advanced undergraduate or beginning graduate
survey course in organic chemistry. A student using this
book would then have its wealth of information available as
a reference for the future. The book can also be
recommended for any organic chemist as a first place to turn for
information on a compound or a reaction.
|