3,4-Xylidine

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3,4-Xylidine
3,4-Xylidin.svg
Names
IUPAC name
3,4-Dimethylbenzene-1-amine
Other names
3,4-Dimethylaniline
3,4-Dimethylphenylamine
3,4-Dimethylbenzenamine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.217
Properties
C8H11N
Molar mass 121.18 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

3,4-Xylidine (3,4-dimethylaniline) is a organic compound with formula (CH3)2C6H3NH2. It is an aromatic amine and a xylidine isomer. It is a crystalline solid.[1]

Preparation and applications[edit]

The compound is prepared by two routes: hydrogenation of (2-chloromethyl)-4-nitrotoluene and reaction of the bromoxylene with ammonia. It is a precursor for the production of riboflavin (vitamin B2).[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]

  1. ^ a b c M. Meyer "Xylidines" in Ullmann's Encylclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a28_455
  2. ^ "12 Years Later, a Mystery of Chemical Exposure in Iraq Clears Slightly". New York Times. May 14, 2015.