N,N-Dimethylphenylenediamine
<templatestyles src="Chembox/styles.css"/>
Template:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox Datapage checkTemplate:Chembox Footer| Template:Longitem | Template:Unbulleted list |
| ChEBI | Template:Unbulleted list |
| ChemSpider | Template:Unbulleted list |
| DrugBank | Template:Unbulleted list |
| EC Number | Template:Unbulleted list |
| KEGG | Template:Unbulleted list |
| Template:Longitem | Template:Unbulleted list |
| RTECS number | Template:Unbulleted list |
| Script error: No such module "collapsible list". | |
| Template:Longitem | Template:Chembox Elements/molecular formula |
| Molar mass | Template:Chem molar mass |
| Appearance | colorless solid |
| Density | 1.036 g/cm³ |
| Melting point | Template:Chembox CalcTemperatures |
| Boiling point | Template:Chembox CalcTemperatures |
Template:Chembox Footer/trackingScript error: No such module "TemplatePar".Template:Short description
N,N-Dimethylphenylenediamine is an organic compound with the formula Template:Chem2. It is one of the phenylenediamines, a class of compounds that have long attracted attention for their redox properties. This diamine is, for example, easily oxidized to a deep red radical cation, Template:Chem2 which is called Wurster's Red.[1] The related Wurster's Blue cation has four N-methyl groups Template:Chem2
Synthesis
Dimethyl-4-phenylenediamine is prepared by the nitration of dimethylaniline followed by reduction of the resulting 4-nitrodimethylaniline. A variety of methods have been examined.[2]
Applications
Dimethyl-4-phenylenediamine can be converted to methylene blue by reaction with dimethylaniline and sodium thiosulfate in several steps:[3]
It reacts with carbon disulfide to give the corresponding mercaptobenzothiazole:
History
Casmir Wurster discovered tetramethylphenylenediamine and its easy oxidation.[4] Subsequent work revealed the variety of redox properties of the phenylenediamines.[5]
References
<templatestyles src="Reflist/styles.css" />
Script error: No such module "Check for unknown parameters".