Methylmercury

Methylmercury is an organometallic cation with the formula [CH3Hg]+. It is the simplest organomercury compound. Methylmercury is extremely toxic, and its derivatives are the major source of organic mercury for humans. It is a bioaccumulative environmental toxicant with a 50-day elimination half-life in human blood. Methylmercury salts along with dimethylmercury are the causative agents of the infamous Minamata disease. Methylmercury is designated as a "priority hazardous substance" according to the Directive on Environmental Quality Standards (Directive 2013/39/EU). The process which creates methylmercury is called mercury methylation.

Structure and chemistry "Methylmercury" is a shorthand for the hypothetical "methylmercury cation", sometimes written methylmercury(1+) cation or methylmercury(II) cation. This functional group is composed of a methyl group bonded to an atom of mercury. Its chemical formula is CH3Hg+ (sometimes written as MeHg+). The Methylmercury compound has an overall charge of +1, with Hg in the +2 oxidation state. Methylmercury exists as a substituent in many complexes of the type [MeHgL]+ (L = Lewis base) and MeHgX (X = anion). As a positively charged ion, it readily combines with anions such as chloride (Cl−), hydroxide (OH−) and nitrate (NO−3). It has particular affinity for sulfur-containing anions, particularly thiols (RS−). Thiols are generated when the amino acid cysteine and the peptide glutathione form strong complexes with methylmercury:

[MeHg]+ + RSH → MeHg−SR + H+

Sources

Environmental sources

Methylmercury is formed from inorganic mercury by the action of microbes that live in aquatic systems including lakes, rivers, wetlands, sediments, soils and the open ocean. This methylmercury production has been primarily attributed to anaerobic bacteria in the sediment. Capable bacteria that can methylate mercury are mostly the sulfate-reducing bacteria (SRB), iron-reducing bacteria (FeRB) and methanogens. Significant concentrations of methylmercury in ocean water columns are strongly associated with nutrients and organic matter remineralization, which indicate that remineralization may contribute to methylmercury production. Direct measurements of methylmercury production using stable mercury isotopes have also been observed in marine waters with increased ice melt being associated with higher levels, but the microbes involved are still unknown., Increased methylmercury concentrations in water and fish have been detected after flooding of soils associated with reservoir creation (e.g. for hydroelectric power generation) and in thermokarst wetlands that form after permafrost thaw. There are various sources of inorganic mercury that may indirectly contribute to the production of methylmercury from microbes in the environment. Natural sources of mercury released to the atmosphere include volcanoes, forest fires, volatilization from the ocean and weathering of mercury-bearing rocks. Anthropogenic sources of mercury include the burning of wastes containing inorganic mercury and from the burning of fossil fuels, particularly coal. Although inorganic mercury is only a trace constituent of such fuels, their large scale combustion in utility and commercial/industrial boilers in the United States alone results in release of some 80.2 tons (73 metric tons) of elemental mercury to the atmosphere each year, out of total anthropogenic mercury emissions in the United States of 158 tons (144 metric tons)/year. Whole-lake ecosystem experiments at IISD-ELA in Ontario, Canada, showed that mercury falling directly on a lake had the fastest impacts on aquatic ecosystems as opposed to mercury falling on the surrounding land. This inorganic mercury is converted to methylmercury by bacteria. Different stable isotopes of mercury were added to lakes, wetlands, and uplands, simulating rain, and then mercury concentrations in fish were analyzed to find their source. The mercury applied to lakes was found in young-of-the-year yellow perch within two months, whereas the mercury applied to wetlands and uplands had a slower but longer influx. Acute methylmercury poisoning can occur either directly from the release of methylmercury into the environment or indirectly from the release of inorganic mercury that is subsequently methylated in the environment. For example, methylmercury poisoning occurred at Grassy Narrows in Ontario, Canada (see Ontario Minamata disease), as a result of mercury released from the mercury-cell Chloralkali process, which uses liquid mercury as an electrode in a process that entails electrolytic decomposition of brine, followed by mercury methylation in the aquatic environment. An acute methylmercury poisoning tragedy occurred also in Minamata, Japan, following release of methylmercury into Minamata Bay and its tributaries (see Minamata disease). In the Ontario case, inorganic mercury discharged into the environment was methylated in the environment; whereas, in Minamata, Japan, there was direct industrial discharge of methylmercury.

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