Methyldibromo glutaronitrile
Chemical compound
From Wikipedia, the free encyclopedia
Methyldibromo glutaronitrile (MDBGN) is a widely used preservative.
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| Names | |
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| IUPAC name
2-Bromo-2-(bromomethyl)-pentanedinitrile | |
| 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·molâ1 |
| 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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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 2005â06, methyldibromoglutaronitrile/ phenoxyethanol was the ninth-most-prevalent allergen in patch tests (5.8%).[4]