''o''-Dianisidine is an organic compound with the formula
3O)(H2N)C6H3">CH3O)(H2N)C6H3sub>2. A colorless or white solid, it is a bifunctional compound derived via the
benzidine rearrangement
Benzidine (trivial name), also called 1,1'-biphenyl-4,4'-diamine (systematic name), is an organic compound with the formula (C6H4NH2)2. It is an aromatic amine. It is a component of a test for cyanide. Related derivatives are used in the produc ...
from
''o''-anisidine.
''o''-Dianisidine is a precursor to some
azo dye
Azo dyes are organic compounds bearing the functional group R−N=N−R′, in which R and R′ are usually aryl and substituted aryl groups. They are a commercially important family of azo compounds, i.e. compounds containing the C-N=N ...
s by formation of the bis(
diazonium
Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide.
General properti ...
) derivative, which is coupled to diverse aromatic compounds. Some commercial dyes derived from ''o''-dianisidine include C. I.
Direct Blue 1
Direct Blue 1 is an organic compound that is one of many azo dyes. This salt is used as a substantive dye
A substantive dye or direct dye is a dye that adheres to its substrate, typically a textile, by non-ionic forces.
Overview
The amount ...
,
15,
22,
84, and
98.
[.]
''o''-Dianisidine is also used in assaying activity of
peroxidase
Peroxidases or peroxide reductases ( EC numberbr>1.11.1.x are a large group of enzymes which play a role in various biological processes. They are named after the fact that they commonly break up peroxides.
Functionality
Peroxidases typically ca ...
in lab. The general reaction of a peroxidase is as follows.
:
ROOR' + \overset + 2H+ -> ce + R'OH
Where the ROOR' can be
hydrogen peroxide
Hydrogen peroxide is a chemical compound with the formula . In its pure form, it is a very pale blue liquid that is slightly more viscous than water. It is used as an oxidizer, bleaching agent, and antiseptic, usually as a dilute solution (3%†...
, and the electron donor be ''o''-dianisidine.
Safety
The manufacture and degradation of ''o''-dianisidine, like other benzidene derivatives, has attracted regulatory attention.
It is also used as a reagent in biochemistry in testing for
peroxide
In chemistry, peroxides are a group of compounds with the structure , where R = any element. The group in a peroxide is called the peroxide group or peroxo group. The nomenclature is somewhat variable.
The most common peroxide is hydrogen p ...
s.
References
{{DEFAULTSORT:Dianisidine, o-
Anilines
IARC Group 1 carcinogens
Biphenyls
Diamines