Naphthenic acids and naphthenic acid fraction compounds (NAFCs) are associated with production of unconventional petroleum resources, especially the Athabasca Oil Sands of Alberta, Canada. This complex mixture of acidic organic compounds is toxic to a variety of taxa, and so represents an important environmental management challenge. Thus, there is clear motivation to better understand the occurrence and characteristics of NAFCs in aquatic environments, their chemical behaviour, and environmental fate. Empowered by modern high-resolution mass spectrometry analyses, improved descriptions of the environmental occurrence of NAFCs have emerged. These studies include spatiotemporal survey studies describing the characteristics and quantities of NAFCs, as well as forensic methods working towards reliable source differentiations. Work has also proceeded in earnest to advance mechanistic understandings of how NAFCs are affected by passive phenomena, such as soil and sediment sorption, and chemically reactive mechanisms such as photolysis and biodegradation. Further advances describe the environmental fate and behaviour of NAFCs as they are transported and transformed across environmental compartments. In the context of Canadian oil sands, the available data describe NAFCs as a dynamic compound class that both affects and is affected by their receiving environment. By working towards a comprehensive understanding of the behaviour and fate of NAs and NAFCs, we might better anticipate the extent to which residual toxic effects may persist in reclaimed landscapes.
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