O-Dianisidine
Chemical compound From Wikipedia, the free encyclopedia
Chemical compound From Wikipedia, the free encyclopedia
o-Dianisidine is an organic compound with the formula [(CH3O)(H2N)C6H3]2. A colorless or white solid, it is a bifunctional compound derived via the benzidine rearrangement from o-anisidine.
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| Names | |
|---|---|
| Preferred IUPAC name
3,3′-Dimethoxy[1,1′-biphenyl]-4,4′-diamine | |
| Other names
3,3'-dimethoxy-4,4’-benzidine | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.003.960 |
| EC Number |
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| KEGG | |
PubChem CID |
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| RTECS number |
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| UNII | |
| UN number | 2811, 2431, 3077 |
CompTox Dashboard (EPA) |
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| Properties | |
| C14H16N2O2 | |
| Molar mass | 244.294 g·mol−1 |
| Appearance | White solid |
| Density | 1.178 g/cm3 |
| Melting point | 113 °C (235 °F; 386 K) |
| Boiling point | 356 °C (673 °F; 629 K) |
| 60 mg/L | |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H302, H350 | |
| P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, P501 | |
| Flash point | 206°C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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o-Dianisidine is a precursor to some azo dyes by formation of the bis(diazonium) derivative, which is coupled to diverse aromatic compounds. Some commercial dyes derived from o-dianisidine include C. I. Direct Blue 1, 15, 22, 84, and 98.[1]
o-Dianisidine is also used in assaying activity of peroxidase in lab. The general reaction of a peroxidase is as follows.
Where the ROOR' can be hydrogen peroxide, and the electron donor be o-dianisidine.
The manufacture and degradation of o-dianisidine, like other benzidene derivatives, has attracted regulatory attention.[2] It is also used as a reagent in biochemistry in testing for peroxides.
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![{\displaystyle {\ce {ROOR'+{\overset {electron \atop donor}{2e^{-}}}+2H+->[{\ce {Peroxidase}}]{ROH}+R'OH}}}](http://wikimedia.org/api/rest_v1/media/math/render/svg/5ee76c60142a6db6fca7b7f11858e9f5ee639c11)
