BDTH2
BDTH2 | |
---|---|
File:BDTH2.png | |
N,N′-bis(2-mercaptoethyl)isophthalamide | |
Other names BDET; BDETH2; N,N′-Bis(2-mercaptoethyl)-1,3-benzenedicarboxamide | |
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
CAS number | 351994-94-0 |
MeSH | 1,3-benzenediamidoethanethiol |
SMILES | Script error: No such module "collapsible list". |
style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
Molecular formula | C12H16N2O2S2 |
Molar mass | 284.4 g mol−1 |
Melting point |
132–135 °C[1] |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
Infobox references |
BDTH2 (also called BDET and BDETH2; trade names B9, MetX and OSR#1) is a powerful chelation agent that is marketed as a dietary supplement to parents of children with autism, and can be used to separate heavy metals from mining drainage and other polluted soil.[2][3]
Preparation
This compound may be prepared by reacting cysteamine with isophthaloyl dichloride to give the desired amide:[1]
Industrial use
Along with its derivatives, BDTH2 can remove mercury from water for industrial applications under a wide range of conditions, including the high pH and cyanide of the effluent from gold mining. In industrial use, BDTH2 is easy to make, does not form disulfides, and can be used either as-is or in the form of sodium or potassium salts that are more soluble in water. BDTH2 costs less than $0.25 per gram when made in a laboratory, and is less expensive when made in large quantities. It is non-toxic by comparison to other mercury treatment technologies.[1]
BDTH2 binds to mercury with a strong, nonpolar covalent bond within a water-insoluble organic framework. The resulting BDT–Hg precipitate is stable, and leaches mercury only under highly acidic or basic conditions. BDTH2 also binds to other elements, including arsenic, cadmium, copper, lead, and selenium.[1] It is effective and economical for removing small traces of mercury from polluted soil, as the precipitate is inert and can be left in the soil after treatment.[3]
Marketing as dietary supplement
BDTH2 had been marketed under the name OSR#1 as a dietary supplement to parents of children with autism.[2] The FDA determined that the substance was a drug rather than a supplement and issued a warning,[4][5] resulting in its removal from the market.[6]
References
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- ↑ 1.0 1.1 1.2 1.3 Blue LY, Jana P, Atwood DA. Aqueous mercury precipitation with the synthetic dithiolate, BDTH2. Fuel. 2009. doi:10.1016/j.fuel.2009.10.031.
- ↑ 2.0 2.1 Tsouderos T. OSR#1: industrial chemical or autism treatment? Chicago Tribune. 2010-01-17.
- ↑ 3.0 3.1 Blue LY, Van Aelstyn MA, Matlock M, Atwood DA. Low-level mercury removal from groundwater using a synthetic chelating ligand. Water Res. 2008;42(8–9):2025–8. doi:10.1016/j.watres.2007.12.010.
- ↑ Tsouderos, Trine (June 23, 2010). "FDA warns maker of product used as alternative autism treatment". Chicago Tribune. Retrieved July 30, 2010.
- ↑ "Warning Letter CIN-10-107927-14". Inspections, Compliance, Enforcement, and Criminal Investigations. U.S Department of Health and Human Services / Food and Drug Administration. June 17, 2010. Retrieved June 28, 2010.
- ↑ Tsouderos, Trine (July 26, 2010). "Controversial supplement to come off shelves". Chicago Tribune. Retrieved July 30, 2010.