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Book Review The Chemistry of Cyclo-octatetraene and Its Derivatives. By G. I. Fray and R. G. Saxton

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cyanate (1.9g, 9.0mmol) is condensed into a solution of ( 2 )
(1 .0 g, 4.1 mmol) in diethyl ether (7 ml) at - 196"C. The temperature is allowed to rise from -50°C to room temperature
within 18h, stirring is continued for 24h, and the solvent
and volatile products are removed in uacuo. The residue is
dissolved in dichloromethane; on cooling to 0"C, compound
( 5 b ) crystallizes (0.375 g, 27 %). 'H-NMR: ~ - N c ( c H ~ )=~ 1.49
(s), ~ > N C ( C H , ) ~ =+1.64 (s). I9F-NMR: ~ c F ~-87.28,
- 87.67 (1 1 : l), S C F=~ - 85.86, - 88.33 (1 : 2).
,3-bis(trimethylsily1imino)cyclodiaza-h6-thiane( 10) ; Reaction of (1) (2.93 g,
10mmol) with i-C3FTNSO (4.62g, 20mmol) in diethyl ether
(7 ml) at room temperature gives, after three days' stirring,
compound(9)(2.6g,86%),b.p. 130"C,and(lO)(l.Og,23%),
m.p.86"C.Compound ( 1 0 ) is purified by recrystallization from
pentane. 'H-NMR: 6=NSi(CH,II=
f0.21, 6=NSI(C:H,),=
+ 0.415;
MS: m/e=444 (18%, Mi).
Received: December 11, 1978 [Z 167 IE]
German version: Angew. Chem. 91. 231 (1979)
a) 0. Glemser, J. Wrgener, Angew. Chem. 82, 324 (1970); Angew Chem.
Int. Ed. Engl. 9, 309 (1970); b) 0. Glemser, S. Pohl, F . M . TeskJ, R.
Mews, ibid. 89, 829 (1977) and 16, 789 (1977).
[ 2 ] F. M . Teesky, R. Mews, B. Krebs, M . R. Udupa, Angew. Chem. 90,
722 (1978); Angew. Chem. Int. Ed. Engl. 17, 677 (1978).
[3] K . D. Schmidt, R. Mew*$.0. Cknrser, Angew. Chem. 88. 646 (1976);
Angew. Chem. Int. Ed. Engl. 15, 614 (1976); H . W Roesky, M . Aramaki,
1.. Schdtfelder, Z. Naturforsch. 8 3 3 . 1072 (1978).
[4] Compound ( 8 ) had already been isolated as a product of the reaction
between OSFJ and LiN(SiR3)l. but its dirner has not previously been
reported: 0.Glemser, M . F e w , S . P. c'. Halass. H . Saran, Inorg. Nucl.
Chem. Lett. 8, 321 (1972).
The Chemistry of Cyclo-octatetraene and Its Derivatives. By
G. 1. Fray and R. G. Saxtotz. Cambridge University Press.
Cambridge 1978. x, 492 pp., bound, E 30.00.
Interest in cyclooctatetraene and its derivatives has been
increasing steadily since the discovery and development of
a catalytic synthesis by W Reppe and co-workers in 1940.
Although a number of reviews on various aspects of COT
chemistry exist, there has been a need for a standard reference
work to up-date the slim volume by G. Schviider which was
first published in 1965. This need has now been admirably
filled by Fray and Suxton's book which certainly belongs
in every chemical library. In view of the price it is doubtful,
however, whether many individuals will purchase their own
private copy.
Two relatively short chapters on the chemistry of cyclooctatetraene and substituted cyclooctatetraenes are followed by
a mammoth chapter on "Further reactions of compounds
derived from cyclooctatetraenes" in which the authors discuss
the chemistry of such directly related species as semibullvalene,
cyclooctatriene, 9-oxabicyclo[6.1 .O]nona-2,4,6-triene and tricycl0[]deca-3,6-diene.
The book is rounded-off by
a 50 page appendix which is referred to both in the text
and in the index and which takes the literature coverage
up to the end of 1976. The subject matter is well organized
and both organometallic as well as organic aspects are discussed in detail. The lay-out makes it easy to find the relevant
information while at the same time encouraging the reader
to browse through related material.
P. W Jolly [NB 446 IE]
Atlas of Metal-Liquid Equilibria in Aqueous Solutions. By J .
Kragfen. Ellis Horwood Ltd. and John Wiley & Sons, New
1978.1st Edit., 781 pp.,
numerous illustrations, bound, f 35.00.
The book is concerned not with complexation equilibria
in general but specifically with the heterogeneous equilibria
set up when air-(oxygen and carbon dioxide)-saturated suspensions of sparingly soluble hydroxides, oxides, and carbonates
of metals are treated with complexing agents in various concentrations. A total of 600 combinations of 45 metal ions and
29 inorganic and organic ligands are considered.
The work consists primarily of graphic representations from
which the solubility of the precipitates in solutions of the
complexing agent in the pH range 1 to 14 can readily be
seen, as can the (reciprocal) amount of the non-coordinated
metal ions present in the solutions. Only 25 pages are devoted
to essential theoretical explanations. All the curves are computer-plotted with the aid of a suitable program on the basis
of complexation constants and solubility products determined
from other studies. In view of the general dependence of
equilibrium constants on solution partners and that of solubility products on precipitation conditions, the data reported
should be regarded merely as orientational aids.
This well produced book will be of interest mainly to readers
involved in theoretical analytical chemistry. The more practically biased chemist could consult it if he wishes to prevent
precipitation of metals from solutions of their salts.
Fritz See1 [NB 441 IE]
Verordnung uber gefahrliche Arbeitsstoffe. Vol. 2: Technische
Regeln (TRgA) (Regulations on Dangerous Materials. Vol.
2: Technical Rules). By E. Quellrnalz. Weka-Verlag, Kissing
1977. 1st edit., 309 pp., br., D M 36.00.
The subject of this book, by the fact that the author is
experienced in industrial safety, might lead one at first to
suppose it to be a reference book. Even a quick skim, however,
will show the interested reader that this is not merely a book
to be left on the library reference shelves. He will notice
the author's absorbing and practical approach to legal rules
and regulations, and will certainly make a careful study of
the safety measures discussed, which cover the entire field
of chemistry. For rapid information on a given Technical
Rule for Dangerous Materials (Technische Regel fur gefahrliche Arbeitsstoffe, or TRgA) the reader will need to consult
the contents list, since the publisher has not provided a subject
The work covers the TRgA from the introduction (OOI),
the definition of concepts (1OI), the Technical Standard Concentration (TRK) for vinyl chloride and benzene, and the
TRgA for these substances and also for aluminum powder,
arsenic, hepatotoxic halogenated hydrocarbons, radiation
agents, lead, fluorine, silicogenic dust, magnesium, fluxes, and
ammonium nitrate, and also for various technologies. In many
places the reviewer would have liked to see literature references
to the available data. For example, the determination of the
exposure conditions for fluorine by the detection of fluoride
0 Verlag Chenrie, GmhH, 0-6940 Weinherm, 1979
s 02.S0JO
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chemistry, book, fray, octatetraene, saxton, cycle, review, derivatives
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