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Reactions of polyhalogenated aromatic compounds and related ethers with metal/ammonia solutions

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dc.contributor.author Cater, Stephen R. en_US
dc.date.accessioned 2009-07-09T18:42:28Z
dc.date.available 2009-07-09T18:42:28Z
dc.date.issued 1982-07-09T18:42:28Z
dc.identifier.uri http://hdl.handle.net/10464/2023
dc.description.abstract This work contains the results of a series of reduction studies on polyhalogenated aromatic compounds and related ethers using alkali metals in liquid ammonia. In general, polychlorobenzenes were reduced to t he parent aromatic hydrocarbon or to 1 ,4-cyc1ohexadiene, and dipheny1ethers were cleaved to the aroma tic hydrocarbon and a phenol. Chlorinated dipheny1ethers were r eductive1y dechlorinated in the process. For example, 4-chlorodipheny1- ether gave benzene and phenol. Pentach1orobenzene and certain tetrachlorobenzenes disproportionated to a fair degree during the reduction process if no added proton source was present. The disproportionation was attributed to a build-up of amide ion. Addition of ethanol completely suppressed the formation of any disproportionation products. In the reductions of certain dipheny1ethers , the reduction of one or both of the dipheny1ether rings occurred, along with the normal cleavage. This was more prevalent when lithium was the metal used . As a Sidelight, certain chloropheno1s were readily dechlorinated. In light of these results, the reductive detoxification of the chlorinated dibenzo-1,4-dioxins seems possible with alkali metals in l iquid ammonia. en_US
dc.language.iso eng en_US
dc.publisher Brock University en_US
dc.subject Aromatic compounds--Reactivity. en_US
dc.subject Ethers. en_US
dc.subject Metal ammonia solutions. en_US
dc.subject Halogenation. en_US
dc.title Reactions of polyhalogenated aromatic compounds and related ethers with metal/ammonia solutions en_US
dc.type Electronic Thesis or Dissertation en_US
dc.degree.name M.Sc. Chemistry en_US
dc.degree.level Masters en_US
dc.contributor.department Department of Chemistry en_US
dc.degree.discipline Faculty of Mathematics and Science en_US


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