LC/MS study of the UV filter hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]-benzoate (DHHB) aquatic chlorination with sodium hypochlorite

J Mass Spectrom. 2013 Nov;48(11):1232-40. doi: 10.1002/jms.3286.

Abstract

The fate of modern personal care products in the environment is becoming a matter of increasing concern because of the growing production and assortment of these compounds. More and more chemicals of this class are treated as emerging contaminants. Transformation of commercially available products in the environment may result in the formation of a wide array of their metabolites. Personal care products in swimming pools and in drinking water reservoirs may undergo oxidation or chlorination. There is much data on the formation of more toxic metabolites from original low toxicity commercial products. Therefore, reliable identification of all possible transformation products and a thorough study of their physicochemical and biological properties are of high priority. The present study deals with the identification of the products of the aquatic chlorination of the hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]-benzoate ultraviolet filter. High-performance liquid chromatography/mass spectrometry (HPLC/MS) and HPLC/MS/MS with accurate mass measurements were used for this purpose. As a result, three chlorinated transformation products were identified.

Keywords: UV filter; chlorination; electrospray ionization; hypochlorite; mass spectrometry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoates / analysis
  • Benzoates / chemistry*
  • Chlorine Compounds / analysis
  • Chlorine Compounds / chemistry*
  • Chromatography, Liquid / methods
  • Halogenation
  • Sodium Hypochlorite / chemistry*
  • Spectrometry, Mass, Electrospray Ionization / methods
  • Sunscreening Agents / analysis
  • Sunscreening Agents / chemistry*
  • Water Pollutants, Chemical / analysis
  • Water Pollutants, Chemical / chemistry*

Substances

  • Benzoates
  • Chlorine Compounds
  • Sunscreening Agents
  • Water Pollutants, Chemical
  • Sodium Hypochlorite