Exhaustive chlorination as a technique in the analysis of aromatic hydrocarbons

O. Hutzinger, W. D.J. Jamieson, S. S. Safe, V. Z. Zitko

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Perchlorination reactions of aromatic compounds have been further investigated. The preparation and properties of decachlorodiphenyl ether and the isomeric o-, m-, and p- tetradecachloroterphenyls are described. Anthracene, as an example of a polycyclic aromatic hydrocarbone, gave octachloranthraquinone when treated with the antimony pentachloride iodine reagent, but quantitative conversion to decachloranthracene could not be obtained with reagent BMC (sulfuryl chloride aluminum chloride sulfur monochloride). A new reagent, trichlorosulfur tetrachloraluminate (SCl3+ AlCl4-), was shown to convert Aroclor 1254 to decachlorobiphenyl. As an application of the perchlorination technique it was shown that polychlorodibenzofurans (dibenzofuran) are not present at 0.5 μg/g in samples of Halowax 1014 and technical naphthalene, respectively. Well defined derivatives could not be obtained when phthalate esters or 'hexabromobiphenyl' (fireMaster BP 6) were treated with BMC or SbCl5 I2 reagents.

Original languageEnglish (US)
Pages (from-to)982-986
Number of pages5
JournalJournal - Association of Official Analytical Chemists
Volume56
Issue number4
DOIs
StatePublished - 1973

ASJC Scopus subject areas

  • General Chemistry

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