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
[http://www.commonchemistry.org/ChemicalDetail.aspx?ref=99-98-9

 YesY 99-98-9  YesY] N

ChemSpider 13884246 N
Jmol interactive 3D Image
PubChem 7472
Properties
C8H12N2
Molar mass 136.20 g·mol−1
Appearance Reddish-violet crystals[1]
Melting point 53 °C (127 °F; 326 K)[1]
Boiling point 262 °C (504 °F; 535 K)[1]
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

  1. 1 2 3 Merck Index, 11th Edition, 3242


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

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