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Synthesis of Several Unexpected Compounds from 2,2,4,4,6-Pentachloro-5-cyclohexene-1,3-dione (A Humic Acid Model), Monochloramine, Ammonia and Other Reagents

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The data in this paper show that 2,2,4,4,6-pentachloro-5-cyclohexene-1,3-dione (2, also named pentachlororesorcinol and PCR), a humic acid model, reacts with several chemicals related to drinking water chlorination, for example, NH2Cl, NaOCl, and NH3, leading to the formation of several unusual chlorinated organic products, most of which have never been reported in the literature. The syntheses and confirmation of structures are discussed in detail.

Keywords: Synthesis; ammonia; hypochlorite ion; monochloramine; pentachlororesorcinol; unusual chlorinated products

Document Type: Research Article

Publication date: 2007-10-01

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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