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Dimethyl-4-phenylenediamine is an
amine In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen Hydrogen is the chemical element wi ...
. It has been used as an accelerator for the vulcanization of rubber. It can be used in
oxidase test The oxidase test is used to determine if an organism possesses the cytochrome c oxidase enzyme. The test is used as an aid for the differentiation of ''Neisseria'', ''Moraxella'', ''Campylobacter'' and ''Pasteurella'' species (oxidase positive). It ...
s.


Synthesis

Dimethyl-4-phenylenediamine is made by the
nitrosylation Nitrosylation is the general term for covalent incorporation of a nitric oxide "nitrosyl" moiety into another (usually organic) molecule. There are multiple chemical mechanisms by which this can be achieved; including biological enzymes and indust ...
of
dimethylaniline ''N'',''N''-Dimethylaniline (DMA) is an organic chemical compound, a substituted derivative of aniline. It consists of a tertiary amine, featuring dimethylamino group attached to a phenyl group. This oily liquid is colourless when pure, but comm ...
followed by reduction.


Applications

Dimethyl-4-phenylenediamine can be converted to methylene blue by reaction with
dimethylaniline ''N'',''N''-Dimethylaniline (DMA) is an organic chemical compound, a substituted derivative of aniline. It consists of a tertiary amine, featuring dimethylamino group attached to a phenyl group. This oily liquid is colourless when pure, but comm ...
and
sodium thiosulfate Sodium thiosulfate (sodium thiosulphate) is an inorganic compound with the formula . Typically it is available as the white or colorless pentahydrate, . The solid is an efflorescent (loses water readily) crystalline substance that dissolves well in ...
in several steps: : It is used as accelerator for the vulcanization of rubber, being first converted to the corresponding
mercaptobenzothiazole 2-Mercaptobenzothiazole is an organosulfur compound with the formula . It is used in the sulfur vulcanization of rubber. Structure The molecule is planar with a C=S double bond, so the name ''mercapto''benzothiazole is a misnomer. It is not a th ...
. :


References

{{reflist Anilines Diamines Dimethylamino compounds