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Book Review Fortschritte der Chemie organischer Naturstoffe (Progress in the chemistry of organic natural products). Edited by L. Zechmeister

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x,
IS labeled dt the amino end Wlth a group
SO that Aterminal fragments can be easily identified Suitable groups
are the trifluoroacetyl, trideuteroacetyl, and CF2B;CO
derivatives, which permit an unambiguous assignment of
the mass numbers, owing to the constant isotope ratio. The
structure of a linear molecule is established when the fragments containing the introduced group, the possible mass
numbers of which can be programmed, have been identified.
X N H - C H R C O v N H C H R C O Y N H C H R COOH
(n)
N H CHR+co
(h)
NH CHR+Co
N H CHR
Depending on the peptide in question, the fragmentation
proceeds almost exclusively in accoidance with ( ( I ) or (b). ;
Biochem. biophysic. Res. Commun. 23, 381 (1966) ‘ -Mo.
[Rd 583 IE]
BOOK REVIEWS
Zahlentafeln zur Elementaranalyse (Tables for elementary
analysis). By C . Ege. Verlag Chemie GmbH.. Weinheimi
Bergstr. 1966. 1st Edit., xxviii, 356 pp., plastic cover, DM
30.-.
The conversion of the percentages found in the elementary
analysis of organic compounds into the empirical formula
involves a relatively lengthy routine calculation. T o avoid
this, H a f t et al. published a reference work more than ten
years ago (for nitrogen-free compounds up to CSO,atomic
weight basis O=16). This work is now supplemented by Ege’s
tables, which also cover compounds containing nitrogen.
Ege has used a new arrangement for the percentages (compounds up to C40; basis: 12C=12), which greatly simplifies the
work involved in searches; even in his first “emergency”, the
reviewer was able to find the correct formula immediately.
Very well-chosen and well discussed examples in the “explanations” also provide for cases in which t t e indices of a
formula have a common factor; such cases, as in Hart’s
book, are not given directly in the tables i.e. C12H1803 is
found only under C4H60, so that the molecular weight
differs from that found.from the mass spectrum or by titration. The use of other information, such as is often available
in practice, is also discussed to enable the reader to make the
maximum use of the data given.
A new feature is the inclusion of the Beynon unsaturation
number R, which the computer h a s calculated from the H
deficit and which gives the number of rings (and multiple
bonds); this can be very useful in the establishment of possible structures.
Thus the new tables are found to be extremely useful; since
the computer has expressed its results directly, the tables
can claim to be “infallible”. Mistakes of the kind that the
reviewer found in another book of tables (Sfout, Composition tables), namely, that all the values given for Cs4 to C120
are wrong since the computer found no position for the thousands digit and simply left it out, d o not occur in Ege’s book.
F. Kuffner [NB 545 IE]
Anwendungen der kernmagnetischen Resonanz in der Organischen Chemie (Applications of Nuclear Magnetic Resonance in Organic Chemistry). By H. Suhr. Organische
Chemie in Einzeldarstellungen (Organic Chemistry Monographs). Vol. 8. Springer-Verlag. Berlin-Heidelberg-New
York 1965. 1st ed., viii, 424 pp., 123 illustrations, 110
tables, cloth D M 68.- (co. $17.-).
This book starts with a simple introduction to N M R and is
intended for those coming into contact with this method for
the first time. It is also intended as a primer in the evaluation
of spectra of organic compounds and presents comparative
data for this purpose. Thus the author makes no attempt at a
rigorous deiivation of the observed patterns from theory; he
touches only lightly o n the technique of measurement and on
the preparation of the sample, and he writes not so much for
the physical chemist or spectroscopist as for the organic
chemist who requires N M R for structural determinations,
but cannot study it in full detail. For the last-named audience,
this is an easy to follow and recommendable book.
Angew. Chem. internat. Edit. 1 Vol. 6 (1967) 1 No. 3
The first 73 pages describe the main features of chemical
shift and spin coupling. The two sections on the theory of
T and J values (p. 28 and p. 45) are kept qualitative, and
fulfil their purpose admirably. The chapter on splittings of
higher order should have explained in greater detail the
practical procedure in the analysis of spectra. It is repeatedly
suggested that theoretical spectra should be constructed
with the aid of equations or tables. However, it is much less
time-consuming to leave this work to a computer; a short
description of the programs available for this purpose
appears more to the point than the reproduction of rarelyused tables from the literature (27 pp.).
The special part of the book dealing with proton resonance
(172 pp.) is arranged according to classes of compounds.
The considerable amount of experimental data and references
collected makes this book an excellent source of quickly
accessible reference value. However some of the many
useful tables could have been improved with respect to the
clarity and unambiguity of the data presented (e.g. p. 87,
p. 93, and p. 134) A separate chapter (43 pp.) is devoted to
nuclei other than the proton which are important in organic
chemistry. The book closes with 77 pages describing a
number of special application The topics discussed include
solvent effects, hydrogen bonds, substituent effects, equilibria
of all types, and conformation of cyclohexanes. The many
references to methods of simplifying complicated spectra
deserve special mention, since the success of structural determinations often depends o n such simplifications.
The book contains many useful formulae and illustrations.
The literature is covered up to the end of 1964, and in some
cases t o early 1965.
A. Mannschreck [NB 531 IE]
Fortsehritte der Chemie organischer Naturstoffe (Progress in
the chemistry of organic natural products). Edited by
L. Zechmeister. Vol. 23. Springer-Verlag Vienna-New
York 1965. 1st Edit., viii, 397 pp., 58 figures, cloth DM
93.60.
Chemists interested in natural products will welcome thc
publication of any new volume of “Fortschritte”, and
Vol. 23 [*I certainly will be of great benefit to the reader.
In a survey of the polysaccharides of marine algae, S . Peur
and J . R.Turvey discuss not only the chemistry of these
compounds, but also their relation to the polysaccharides of
higher plants. However, their biosynthesis is not mentioned.
On the other hand, H . Schlubach’s contribution on carbohydrate metabolism in barley, oats, and millet deals not
only with the constitution of the polyfructosans, but also
with the enzymatic control of polyfructosan formation. It is
interesting to note that the grains preferentially cultivated
by man are those in which the amount of polyfructosans is
greatest. F. Schkenk makes a successful attempt to explain the
properties and functions of the biological sulfonium compounds on the basis of their redctions. The experiments,
which show that, in some cases of transmethylation, only
[*) For a review of Vol. 22 see Angew. Chern. 78, 554 (1966);
Angew. Chern. internat. Edit. 5 , 529 (1966).
275
two protons of the S-methyl group of methionine appear in
the methylation product, unfortunately could not be incl Jded .
A comprehensive review of chemical aspects and functions
of human and animal hemoglobins is contributed by W. A.
Schrodinger and R.T. Jones. A very original feature is the
description of the construction of a paper model of the 9chain of hemoglobin A. The structure and metabolism of
collagen are exhaastively discussed in a brilliant article by
W. Grassmann et al. In the final chapter, L. M. Jackmairn
first presents a short but very informative introduction to
nuclear magnetic resonance methods, and then with the aid
of a number of typical examples, he discusses the application
of NMR to the elucidation of the structures of natural
products. Special attention is given to spin decoupling and
the application of nuclear resonance to questions of stereochemistry.
H. Grisebach
[NB 547 I€]
ABC der Chemie (ABC of Chemistry) (2 volumes). Verlag
Harri Deutsch, Frankfurt 1966. 1st Edit., 1590 pp., numerous illustrations, 40 tables, bound, total price DM 89.80
(about S 23).
Good reference books are always welcome, and the present
2-volume work must be described as good. It contains some
12000 entries and 800 illustrations. For many of the entries
one finds not only definitions, but descriptive articles which
partly have the character of handbook articles. For example,
under the entry “Lijsungsmittel” (solvents) is given a 3’,2page table listing 75 solvents with their densities, melting
points, boiling points, flash points, methods of drying, and
solvent powers. Similarly detailed information is given, c.g.,
under “Nomenclature”, “Coal”, “Nuclear reactors”, etc.
The article on “Laboratory”, which covers over six pages,
unfortunately is rather inane, and the space could have been
put to better use.
It is unlikely that everything in a reference work will be correct, but the number of serious errors helrg is small (e.g. adamantane is not a tetracyclic. but a tricyclic hydrocarbon, and
in the list of Nobel Laureates the merits of Krebs and Lipinann
are interchanged). More often one finds i’nformation that is
not strictly accurate: for exiimple, in the article on enzymes,
it is stated that *‘ ., they enable reactions to proceed that
would occur only under extreme con6nlons in the absence of
the catalys ”
Nevertheless, the work would have merited the grade “very
good” were it not for the fact that the editors have adhered
with Teutonic thoroughness to a spelling that is now considered archaic for technical literature. For example, they use
“Azetyl-Koferment A” instead of “Acetyl-Coferment A”
(“Coenzym” should be used rather than “Coferment” in any
case), and “Azetonzyanhydrin” instead of “Acetoncyanhydrin”; one wonders why they did not have the courage to
“B 543 IE]
extrapolate to “Azetofenon”. H. Grijnewald
Praktikum der makromolekufaren organischen Chemie (Laboratory manual of macromolecular organic chemistry).
Edited by D . Braun, H . Cherdron, and W. Kern. Dr. Alfred
Huthig-Verlag, Heidelberg 1966. 1st Edit., 250 pp., 25
figures, DM 26.-.
In view of the great importante of macromolecular organic
chemistry, universities are showing a growing tendency to
incorporate this important branch of organic chemistry
into their curricula in the form of lectures and special
courses. A handy primer corresponding to “Gattermann”
for practical organic chemistry therefore h d S become a
necessity. The present w,mk is matched t o the situation in
Germany, and was produced with the support of the “Plastics
and Rubber’ Group of the Gesellschuft-Deutscher Chemiker.
Many companies have made tested laboratory procedures
available t o the compilers. The book gives not only a series
276
of excellent and carefully selected exanples of the preparation
of the various types of polymers, but also a general picture
of the precautions to be taken in laboratory preparations
(choice of reaction conditions, purification and storage of
monomers, temperature adjustment, control and termination
of polymerizations, etc.). The theory of the macromolecular
compounds is also clearly presented in the various experiments. The reviewer finds it rather disturbing that the
examples begin with number 300 and that the decimal classification is used elsewhere.
As is only to be expected from these authors, the book is an
excellent introduction to practical macromolecular chemistry
and will certainly be warmly welcomed in all technical
H . Hoplp’ [NB 550 I€]
colleges.
Physikalische Anorganische Chemie (Physical inorganic
chemistry), by M. D . Sienko and R. A . Plane. Translated
and enlarged by F. Steinback S . Hirzel, Stuttgart 1965.
1st Edit., 46 figures, 32 tables, 160 pp., paper D M 18.--.
One must be quite optimistic in order to believe that an
understandable discussion of those fields of physical and
theoretical chemistry with which inorganic chemists are
currently involved can be treated in 169 small-format pages.
The abundance of material presented, the many useful tables,
and the easy reading seems to make this book suitable for the
beginner, who is less concerned with understanding and
noting every detail, but rather with obtaining a general
picture. Precision is not the stiong point of the book, and
one does not always giin the impression that the authors
themselves fully understand what they are writing about,
particularly in the chapters on atomia and molecular theory.
This impression is probably more pronounced in the German
translation than in the original. The German text is in fact
clumsy in many places. Expressions translated too literally
from the English version often do,not correspond to German
usage. For example, the correcf German term for “normalization” should b~ “Normierung”, rather than “Normalisierung”. and “orbital quantum number” is not “Orbitalquantenzahl”, but “Nebendn’antenzaht”. “Legendre polynomials” are not “Kugelfunktionen”, “valence bond” is not
normally rendered by “Valenzbindung”, and hybridization
and degeneracy are entirely different concepts. There is no
“procedure called resonance”. “Der Orbital” sounds odd
when one is accustomed to “das Orbital”. The reader is
recommended to use in addition a more thorough treatment if
he is interested in the theoretical part.
W. Kutzelnigg
[NB 562 I€]
Kleine Quantenmechanik (Quantum mechanics in brief), by
W. Wessel. Physik-Verlag GmbH.. MosbachIBaden 1966.
1st Edit., 161 pp., 46 figures, cloth D M 16.80.
As the author remarks in the introduction, he would like his
book to appeal to that kind of non-physicist who might have
been enthused in the 1920’s by Somrnerfeld’s “Atombau und
Spektrallinien” (Atomic structure and spectral lines).
The particle-wave dualism and the particular role of probability statements in quantum theory are well presented. The
author is wary of philosophical conclusions, despite his
tendency towards belletristic insertions. The central theme
of the hook is guidance, as simply as this is possible,
along the path that led Heisenberg to the development of
matrix mechanics.
The subject matter is made somewhat difficult to follow by
the fact that important and also secondary concepts and
equations are simply pdlltd out of thin air without proof, or
with the reniatk that their proof w d d be too difficult.
Anyone who expects an introduction to the current formalism of quantum mechanics to enable him, for example,
to obtain a better understanding of its chemical applications
will be disappointed. However, for a theoretical chemist it
Angew. Chem. internut. Edit.
Vol. 6 (1967)
No. 3
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