Methyldibromo glutaronitrile
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| Names | |
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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 | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.047.877 |
| EC Number |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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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).
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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[edit]
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[edit]
- ^ a b c Ngan, Vanessa. "Allergy to methyldibromo glutaronitrile". DermNet NZ. Retrieved 21 September 2013.
- ^ "Allergy to methyldibromo glutaronitrile". Dermnetnz.org. 2014-01-20. 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. 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.