Type of Document Master's Thesis Author Rule, Krista Lynn Author's Email Address email@example.com URN etd-05252004-122641 Title The Mechanisms, Products, and Kinetics of Triclosan-Free Chlorine Reactions Degree Master of Science Department Environmental Engineering Advisory Committee
Advisor Name Title Vikesland, Peter J. Committee Chair Edwards, Marc A. Committee Member Little, John C. Committee Member Keywords
- Pharmaceutical and Personal Care Products
- Free Chlorine
Date of Defense 2004-05-24 Availability restricted AbstractThe kinetics, products, and reaction pathways of triclosan/free chlorine reactions were investigated for the pH range 3.5-11. Although pH dependent speciation occurs in both triclosan and free chlorine, only the reaction between HOCl and the phenolate-triclosan was found to play a significant role in the kinetics. The second order rate constant for the reaction between phenolate-triclosan and HOCl was found to be 5.40 (±1.82) × 103 M-1s-1. Three chlorinated triclosan intermediates were tentatively identified based on mass spectral analysis. Additionally, 2,4-dichlorophenol, 2,4,6-trichlorophenol, and chloroform formed under excess free chlorine conditions. The majority of the chloroform formed during the reactions does not form via 2,4-dichlorophenol and 2,4,6-trichlorophenol oxidation. Therefore, the majority of chloroform is likely formed via the oxidation of triclosan’s phenolic ring. Based on the identified products, a reaction pathway was proposed for the oxidation of triclosan in the presence of free chlorine.
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