Dimethyl-4-phenylenediamine

  • Dimethyl -p-phenylenediamine
  • N, N -dimethyl-1 ,4-phenylenediamine

Brown solid

Fixed

1.09 g · cm -3 at 20 ° C.

35 ° C.

262 ° C

0.4 Pa at 20 ° C.

6.59

  • Poorly in water ( 11 g · l-1 at 20 ° C)
  • Slightly soluble in alcohol, ether and benzene

Risk

30 mg · kg -1 ( LD50, mouse, oral)

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Dimethylphenylendiamin ( DMPD ), more precisely N, N -dimethyl-1 ,4-phenylene diamine, is a derivative of p- phenylenediamine.

Production and representation

Dimethylphenylendiamin can be obtained by catalytic reduction of p- Nitrodimethylanilin.

Properties

Dimethyl -p-phenylenediamine is such as all derivatives of p-phenylenediamine, stable in donating an electron, Semichinondiimin colored radical cations ( Wurster red). By further loss of an electron and a proton arise colorless quinone diimine cations.

The free base is very reactive to oxidation by atmospheric oxygen. This produces deep brown to black, high molecular weight compounds. The salts are less sensitive.

Use

Dimethylphenylendiamin is used as a redox indicator, and a detection reagent ( oxidase test ), and as an intermediate for pigment dyes.

Other names

  • Wurster red (after Casimir Wurster, German chemist (7 August 1854 - November 29, 1913 ) )
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