Dimethyl-4-phenylenediamine

Dimethyl-4-phenylenediamine

Names
IUPAC name N,N-Dimethylbenzene-1,4-diamine
Other names p-Aminodimethylaniline; N,N-Dimethyl-p-phenylenediamine; 4-(Dimethylamino)aniline; p-Amino-N,N-dimethylaniline; p-(Dimethylamino)aniline; DMPPDA; Dimethyl-p-phenylenediamine; 4-Amino-N,N-dimethylaniline; p-Dimethylaminophenylamine; DMPD
Identifiers
CAS Number	[http://www.commonchemistry.org/ChemicalDetail.aspx?ref=99-98-9  Y 99-98-9  Y] N
ChemSpider	13884246 N
Jmol 3D model	Interactive image
PubChem	7472
SMILES CN(C)C1=CC=C(C=C1)N
Properties
Chemical formula	C8H12N2
Molar mass	136.20 g·mol−1
Appearance	Reddish-violet crystals
Melting point	53 °C (127 °F; 326 K)
Boiling point	262 °C (504 °F; 535 K)
Vapor pressure	{{{value}}}
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

Uses

Dimethyl-4-phenylenediamine is a molecule used in the oxidase test, and an important precursor to Methylene blue.

Synthesis

In 1877 BASF was producing this compound by nitrosylation and reductive hydrogenation of dimethylaniline.

(CH₃)₂N-C₆H₅ + HNO₂ → (CH₃)₂N-C₆H₅-NO

(CH₃)₂N-C₆H₅-NO + 2H₂ → (CH₃)₂N-C₆H₅-NH₂ + H₂O

References

See also http://www.sensafe.com/blog/2008/07/what-does-dpd-stand-for/