3,4-Xylidine

3,4-Xylidine
Names
	Preferred IUPAC name 3,4-Dimethylaniline
	Other names 3,4-Dimethylphenylamine; 3,4-Dimethylbenzenamine
Identifiers
CAS Number	95-64-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:39901 ;
ChemSpider	6978 ;
ECHA InfoCard	100.002.217
PubChem CID	7248;
UNII	R27I33AIDT ;
CompTox Dashboard (EPA)	DTXSID3026308 ;
	InChI InChI=1S/C8H11N/c1-6-3-4-8(9)5-7(6)2/h3-5H,9H2,1-2H3 Key: DOLQYFPDPKPQSS-UHFFFAOYSA-N ;
	SMILES Cc1ccc(N)cc1C;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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

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

^ ^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.

[Ullmann-1] M. Meyer (2012). "Xylidines". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a28_455. ISBN 978-3527306732.

[2] "12 Years Later, a Mystery of Chemical Exposure in Iraq Clears Slightly". New York Times. May 14, 2015.

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