3,4-Xylidine
3,4-Xylidine is an organic compound with the formula C6H3(CH3)2NH2. It is one of several isomeric xylidines. It is a colorless solid. It is a precursor for the production of riboflavin (vitamin B2).[1]
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| Names | |
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| IUPAC name
3,4-Dimethylbenzene-1-amine | |
| Other names
3,4-Dimethylaniline 3,4-Dimethylphenylamine 3,4-Dimethylbenzenamine | |
| Identifiers | |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.002.217  |
| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C8H11N | |
| Molar mass | 121.183 g·mol−1 |
| Melting point | 51.0 °C (123.8 °F; 324.1 K) |
| Boiling point | 226.0 °C (438.8 °F; 499.1 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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| Infobox references | |
The compound is prepared by two routes: hydrogenation of (2-chloromethyl)-4-nitrotoluene and reaction of the bromoxylene with ammonia.[1]
Safety
Like other xylidines, 3,4-xylidine has modest toxicity with an LD50 of 812 mg/kg when administered orally to rats.[1]
In 2003, more than twenty US Army troops were allegedly exposed to 3,4-xylidine during the occupation of Iraq, leading to a number of health complaints.[2]
References
- M. Meyer (2012). "Xylidines". Ullmann's Encylclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a28_455. ISBN 978-3527306732.
- "12 Years Later, a Mystery of Chemical Exposure in Iraq Clears Slightly". New York Times. May 14, 2015.
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