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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.552
UNII
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

Dimethyl-4-phenylenediamine is a molecule used in the oxidase test and it is 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


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