3,4-Xylidine
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Names | |
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Preferred IUPAC name 3,4-Dimethylaniline | |
Other names 3,4-Dimethylphenylamine 3,4-Dimethylbenzenamine | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.002.217 |
PubChem CID | |
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). |
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]
The compound is prepared by two routes: hydrogenation of (2-chloromethyl)-4-nitrotoluene and reaction of the bromoxylene with ammonia.[1]
Safety
[edit]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
[edit]- ^ a b c M. Meyer (2012). "Xylidines". Ullmann's Encyclopedia 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.