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

Title: 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

Volume: 4 Issue: 7

Author(s): Victor L. Heasley, Ashley M. Ramirez, Peter E. Baker, Jeffrey L. Boerneke, Ryan H. DeBoard, Torie L. Hartge, Dennis C. Madrid, Geoffrey A. Sigmund and Dale F. Shellhamer

Affiliation:

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

Abstract: 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.

Cite this article as:

Heasley L. Victor, Ramirez M. Ashley, Baker E. Peter, Boerneke L. Jeffrey, DeBoard H. Ryan, Hartge L. Torie, Madrid C. Dennis, Sigmund A. Geoffrey and Shellhamer F. Dale, 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, Letters in Organic Chemistry 2007; 4 (7) . https://dx.doi.org/10.2174/157017807782006317