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Synthesis of 3,4,5,6-tetradeuteriobenzene-1,2, 13C2

✍ Scribed by R. N. Renaud; L. C. Leitch

Publisher
John Wiley and Sons
Year
1973
Tongue
French
Weight
123 KB
Volume
9
Category
Article
ISSN
0022-2135

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✦ Synopsis

The d e u t e r a t e d d i e n e was p r e p a r e d as r e p o r t e d by us [3]. from 1,2-dibromoethane-1 ,2-13C2 v i a t h e c y a n i d e , s u c c i n l c a c i d , bromosuccinic a c i d , fumaric a c i d and maleic a n h y d r i d e C4,51. The 13C-labelled maleic anhydride was p r e p a r e d The Diels-Alder s y n t h e s i s from t h e d e u t e r a t e d d i e n e and m a l e i c ar1hydride-2,3-'~C~ i n benzene gave a n 87 % y i e l d o f a d d u c t . Attempted dehydrogenation and d e c a r b o x y l a t i o n w i t h P 0 a t 200Β° as d e s c r i b e d for o t h e r compounds by Skverchenko, Levina and Belyavskaya [ 6 ] gave o n l y a 39 % y i e l d ?f benzene and, f u r t h e r m o r e , t h e mass a n a l y s i s showed c o n s i d e r a b l e s c r a m b l i n g of deuterium.

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