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Synthesis of meta-Terphenyl- 2,4,6,2′,5′,2″,4″,6″-D8

✍ Scribed by P. Ph. H. L. Otto; F. Stein; G. Juppe

Publisher
John Wiley and Sons
Year
1968
Tongue
French
Weight
577 KB
Volume
4
Category
Article
ISSN
0022-2135

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✦ Synopsis

A synthesis of meta-terphenyl-2,4,6,2',5',2",4",6''-0, has been carried out. From iodobenzene-2,4,6-D, and 2,6-dibrorno-l,4-dinitrobenzene, the compound 2',5'-dinitro-meta-terphenyl-2,4,6,2'',4'',6''-D, is formed (Ullmann reaction). By reduction of the nitrogroups and subsequent reductive diazotization, two deuterium atoms are introduced into the centre ring at positions 2' and 5'. The labelled meta-terphenyl has been obtained in 15 yield, based on labelled iodobenzene. Deuterium substitution is > 98 % at positions 2,4,6,2', 5',2",4" and 6", and< 1 % at the other positions.

-INTRODUCTION For the study of properties of organic reactor coolants, a series of specific deuterated terphenyls were desired. This report describes the synthesis of one of these, meta-terphenyl-2, 4, 6, 2', 5', 2", 4", 6"-D,. (I) This investigation was carried out under Euratom contract, EUR 130-63-11 ORSC. * run on mass spectrometer model AEI MS9, provided with a direct introduction run on mass spectrometer Hitachi-Perkin Elmer, model RMU-6E, by Dr. E. Talman. deuterium oxide contamination of the mass spectrometer has resulted in partial system, Unilever Research Laboratorium, Vlaardingen. deuteration of carboxyl hydrogen. e figures refer to deuterium atoms in aromatic nucleus.

* reference tetramethyl-silane.

* calculated value for 100 % deuterium substitution at desired positions.

c inaccurate figure, due to overlap of peaks. ratio of the average of six determinations of the integrated intensities of the peaks

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