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Preparation of uniformly 14C-labeled and 13C-enriched catechol and hydroquinone via phenol

✍ Scribed by Edward H. Chew; J. Richard Heys

Publisher: John Wiley and Sons
Year: 1981
Tongue: French
Weight: 326 KB
Volume: 18
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2580180410

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✦ Synopsis

Abstract

Catechol‐U‐^14^C and hydroquinone‐U‐^14^C were prepared from phenol‐U‐^14^C by mononitration followed by chromatographic separation of o‐ and p‐nitrophenol‐U‐^14^C. The nitrophenols were separately hydrogenated, and the resulting aminophenols were converted by diazotization followed by hydrolysis to the title diols. Phenol‐U‐^14^C was synthesized efficiently from benzene by nitration, reduction, diazotization and hydrolysis. A similar series of reactions beginning with benzene‐U‐^13^C gave phenol, catechol and hydroquinone containing more than 88% total carbon‐13.

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