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Deuterated organic compounds XXV synthesis of 1, 4, 5, 8-tetradeuterionaphthalene

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


Publisher
John Wiley and Sons
Year
1965
Tongue
French
Weight
489 KB
Volume
1
Category
Article
ISSN
0022-2135

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✦ Synopsis


1,4,5,8-Tetradeuterionaphthalene was synthesized from 1 ,Cdibromonaphthalene by two methods. In the first method naphthalene was repeatedly brominated in chloroform and then debrominated with zinc dust in alkaline deuterium oxide. In the second, 1,4-dibromonaphthaIene was nitrated to produce 1,4-dibrorno-5-nitronaphthalene which underwent reductive debromination with zinc in alkaline deuterium oxide to l-amino-5,8-dideuterionaphthalene. The latter was converted into l-bromo-5,8-dideuterionaphthalene by a modified Sandmeyer reaction which was brominated to 1,Cdibromo-5&dideuterionaphthalene and then debrominated to 1,4,5,8-tetradeuterio-*


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