Reactions of polyhalogenated aromatic compounds and related ethers with metal/ammonia solutions
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 |
refterms.dateFOA | 2021-07-16T10:55:55Z |