RetroSearch Browse

Properties Chemical formula 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) Solubility in water 60 mg/L Hazards GHS labelling: Pictograms Signal word Danger Hazard statements H302, H350 Precautionary statements 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).

Infobox references

Chemical compound

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.

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.

ROOR ′ + 2 e − electron donor + 2 H + → Peroxidase ROH + R ′ OH {\displaystyle {\ce {ROOR'+{\overset {electron \atop donor}{2e^{-}}}+2H+->[{\ce {Peroxidase}}]{ROH}+R'OH}}}

Where the ROOR' can be hydrogen peroxide, and the electron donor be o-dianisidine.

Direct Blue 1 is commercial dye, a derivative of 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.

^ Klaus Hunger; Peter Mischke; Wolfgang Rieper; Roderich Raue; Klaus Kunde; Aloys Engel (2005). "Azo Dyes". Ullmann’s Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_245. ISBN 3527306730..
^ Golka, Klaus; Kopps, Silke; Myslak, Zdislaw W. (2004). "Carcinogenicity of Azo Colorants: Influence of Solubility and Bioavailability". Toxicology Letters. 151 (1): 203–210. doi:10.1016/j.toxlet.2003.11.016. PMID 15177655.