Electrosynthesis in systems of two immiscible liquids and phase transfer catalyst. VI: The influence of zinc chloride on the chlorination of naphthalene

The influence of zinc chloride on the chlorination of naphthalene by electrolysis in a water-methylene chloride emulsion and using tetrabutylammonium ion as a phase transfer catalyst is described. It is shown that when the aqueous medium contains both NaCl and ZnCl sub(2) it is the anion ZnCl super(...

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Bibliographic Details
Published in:Journal of applied electrochemistry 1985-09, Vol.15 (5), p.719-725
Main Authors: IBRISAGIC, Z, PLETCHER, D, BROOKS, W. N, HEALY, K. P
Format: Article
Language:English
Subjects:
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
Organic chemistry
Preparations and properties
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Summary:The influence of zinc chloride on the chlorination of naphthalene by electrolysis in a water-methylene chloride emulsion and using tetrabutylammonium ion as a phase transfer catalyst is described. It is shown that when the aqueous medium contains both NaCl and ZnCl sub(2) it is the anion ZnCl super(2)@)d4 super(-) which transfers into the organic phase and it is confirmed that the presence of ZnCl sub(2) in the electrolyte is, indeed, beneficial. The electrolyses have been carried out in both divided and undivided cells and in both the organic yield of 1-chloronaphthalene can exceed 80% but the former is better from the view-point of speed of electrolysis; in the divided cell, the conversion was 85% (cf. typically 60% in the undivided cell) after the passage of 2.3 F mol super(-1) of naphthalene.
ISSN:0021-891X
1572-8838
DOI:10.1007/BF00620568