Chemistry:Methyldibromo glutaronitrile
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| IUPAC name
2-Bromo-2-(bromomethyl)-pentanedinitrile
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| Other names
1,2-Dibromo-2,4-dicyanobutane
1-Bromo-1-(bromomethyl)-1,3-propanedicarbonitrile 2-Bromo-2-(bromomethyl) glutaronitrile 2-Bromo-2-(bromomethyl)pentanedinitrile Bromothalonil Euxyl K400 Tektamer 38 Merquat 2200 Metacide 38 | |
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| Properties | |
| C6H6Br2N2 | |
| Molar mass | 265.936 g·mol−1 |
| Appearance | White to yellow crystals |
| Melting point | 51.2 to 52.5 °C (124.2 to 126.5 °F; 324.3 to 325.6 K) |
| Boiling point | 212 °C (414 °F; 485 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Methyldibromo glutaronitrile (MDBGN) is a widely used preservative.
It is made by reacting bromine with 2-methyleneglutaronitrile below 30 °C. An allergy to the chemical can be discovered by performing a patch test.
History and allergy
In the mid-1980s, a maximum concentration of 0.1% in stay-on and rinse-off cosmetics was allowed.[1] It was discovered soon afterwards that it caused allergic contact dermatitis to people with eczema.[1]
It has been in use since the 1990s as a preservative in skin care products such as lotions, wet wipes, shampoo, and liquid soaps. Industrial applications include its use in preserving oils, glues, and medical gels.[2]
In 2005, the EU banned its use in stay-on products,[3] and in 2007 banned it in rinse-off products.[1]
In 2005–06, methyldibromoglutaronitrile/ phenoxyethanol was the ninth-most-prevalent allergen in patch tests (5.8%).[4]
References
- ↑ 1.0 1.1 1.2 Ngan, Vanessa. "Allergy to methyldibromo glutaronitrile". DermNet NZ. http://dermnetnz.org/dermatitis/methyldibromo-glutaronitrile.html. Retrieved 21 September 2013.
- ↑ "Allergy to methyldibromo glutaronitrile". Dermnetnz.org. 2014-01-20. http://www.dermnetnz.org/dermatitis/methyldibromo-glutaronitrile.html. Retrieved 2014-04-09.
- ↑ Jeanne Duus Johansen; Peter J. Frosch; Jean-Pierre Lepoittevin (29 September 2010). Contact Dermatitis. Springer. p. 575. ISBN 978-3-642-03827-3. https://books.google.com/books?id=sSHIlWSOiroC&pg=PA575. Retrieved 21 September 2013.
- ↑ Zug KA, Warshaw EM, Fowler JF Jr, Maibach HI, Belsito DL, Pratt MD, Sasseville D, Storrs FJ, Taylor JS, Mathias CG, Deleo VA, Rietschel RL, Marks J. Patch-test results of the North American Contact Dermatitis Group 2005–2006. Dermatitis. 2009 May–Jun;20(3):149-60.
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