1. Dechlorinated Analogues of Dechlorane Plus
- Author
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Li Shen, Brock Chittim, Nicole Riddell, Robert McCrindle, Miren Pena-Abaurrea, Alan J. Lough, Allison L. Brazeau, and Eric J. Reiner
- Subjects
Ontario ,China ,010504 meteorology & atmospheric sciences ,Absolute configuration ,General Chemistry ,Nuclear magnetic resonance spectroscopy ,010501 environmental sciences ,Dechlorane plus ,01 natural sciences ,Hydrocarbons.chlorinated ,chemistry.chemical_compound ,chemistry ,13. Climate action ,Hydrocarbons, Chlorinated ,Environmental Chemistry ,Organic chemistry ,Degradation (geology) ,Polycyclic Compounds ,Gas chromatography–mass spectrometry ,Water pollution ,Water Pollutants, Chemical ,Environmental Monitoring ,Flame Retardants ,0105 earth and related environmental sciences ,Fire retardant - Abstract
Degradation products of the chlorinated additive flame retardant Dechlorane Plus (DP) have been discovered globally. However, the identity of many of these species remains unknown due to a lack of available analytical standards, hindering the ability to quantitatively measure the amounts of these compounds in the environment. In the present study, synthetic routes to possible dechlorinated DP derivatives were investigated in an effort to identify the environmentally significant degradation products. The methano-bridge chlorines of anti- and syn-DP were selectively replaced by hydrogen atoms to give six new hydrodechlorinated DP analogues. The identity and absolute configuration of all of these compounds were confirmed by GC-MS, NMR spectroscopy, and X-ray diffraction studies. These compounds were observed in sediment samples from streams and rivers in relatively rural areas of Ontario and are thus environmentally relevant.
- Published
- 2018