Analytical and Bioanalytical Chemistry

, Volume 399, Issue 10, pp 3579–3588

Transformations of polycyclic musks AHTN and HHCB upon disinfection with hypochlorite: two new chlorinated disinfection by-products (CDBP) of AHTN and a possible source for HHCB-lactone

  • Paul Kuhlich
  • Robert Göstl
  • Philip Teichert
  • Christian Piechotta
  • Irene Nehls
Original Paper

DOI: 10.1007/s00216-011-4674-3

Cite this article as:
Kuhlich, P., Göstl, R., Teichert, P. et al. Anal Bioanal Chem (2011) 399: 3579. doi:10.1007/s00216-011-4674-3

Abstract

In this work, the behavior of the polycyclic musks 6-acetyl-1,1,2,4,4,7-hexamethyltetraline (AHTN) and 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-γ-2-benzopyran (HHCB) was investigated upon disinfection by using sodium hypochlorite as disinfectant in a model disinfection basin in order to find new disinfection by-products (DBP). In the case of AHTN, the carboxylic acid 3,5,5,6,8,8-hexamethyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (AHTN-COOH) was generated by a haloform reaction, being the origin for two new chlorinated DBPs. In the case of HHCB, disinfection via hypochlorite led to the HHCB-lactone. All reaction products and intermediates were synthesized and isolated. The relevant degradation mechanisms are discussed in detail.

Keywords

MuskAHTNHHCBHHCB-lactoneChlorinationDisinfection

Copyright information

© Springer-Verlag 2011

Authors and Affiliations

  • Paul Kuhlich
    • 1
  • Robert Göstl
    • 2
  • Philip Teichert
    • 1
  • Christian Piechotta
    • 1
  • Irene Nehls
    • 1
  1. 1.BAM Federal Institute for Materials Research and TestingBerlinGermany
  2. 2.Department of ChemistryHumboldt-University BerlinBerlinGermany