2,5-Diaminotoluene
Encyclopedia
2,5-Diaminotoluene is an organic compound
with the formula C6H3(NH2)2CH3. It is one isomer
of six with this formula. 2,5-Diaminotoluene is a colorless crystalline solid that is commonly used in hair coloring
.
2,5-Diaminotoluene is a substitute for phenylenediamine
(1,4-diaminobenzene) in commercial hair dyes. It is preferred because of its lower toxicity. However, many home hair dyes still use phenylenediamine. In these applications, these diamines function as a primary intermediate, which means that it is first oxidized with hydrogen peroxide
and then combined with a coupler to form the hair dye. 2,5-Diaminotoluene is commonly used to produce black, drab and warm browns, and shades of blonde and gray hair dyes.
2,5-Diaminotoluene is also known to be used in the production of dyes for textiles, furs, leathers, biological stains and indicators, wood stains, and pigments. Two examples of dyes produced by 2,5-diaminotoluene are Cl Basic Red 2 and Cl Acid Brown 103.
Organic compound
An organic compound is any member of a large class of gaseous, liquid, or solid chemical compounds whose molecules contain carbon. For historical reasons discussed below, a few types of carbon-containing compounds such as carbides, carbonates, simple oxides of carbon, and cyanides, as well as the...
with the formula C6H3(NH2)2CH3. It is one isomer
Isomer
In chemistry, isomers are compounds with the same molecular formula but different structural formulas. Isomers do not necessarily share similar properties, unless they also have the same functional groups. There are many different classes of isomers, like stereoisomers, enantiomers, geometrical...
of six with this formula. 2,5-Diaminotoluene is a colorless crystalline solid that is commonly used in hair coloring
Hair coloring
Hair coloring is the practice of changing the color of hair. Common reasons are to cover gray hair, to change to a color regarded as more fashionable or desirable, and to restore the original hair color after it has been discolored by hairdressing processes or sun bleaching...
.
Formation and use
2,5-Diaminotoluene is prepared through electrolytic reduction of 2,5-dinitrotoluene. Other methods include the reductive cleavage of 4-amino-2,3'-dimethylazobenzene as well as the condensation of 2-amino-1-methylbenzene and toluene-4-sulphonyl chloride to produce 4-toluenesulphono-2-toluidide which is then coupled with diazotized aminobenzenesulphonic acid and reduced.2,5-Diaminotoluene is a substitute for phenylenediamine
Phenylenediamine
Phenylenediamine may refer to:*o-phenylenediamine or OPD, a chemical compound C6H42*m-phenylenediamine or MPD, a chemical compound C6H42*p-phenylenediamine or PPD, a chemical compound C6H42...
(1,4-diaminobenzene) in commercial hair dyes. It is preferred because of its lower toxicity. However, many home hair dyes still use phenylenediamine. In these applications, these diamines function as a primary intermediate, which means that it is first oxidized with hydrogen peroxide
Hydrogen peroxide
Hydrogen peroxide is the simplest peroxide and an oxidizer. Hydrogen peroxide is a clear liquid, slightly more viscous than water. In dilute solution, it appears colorless. With its oxidizing properties, hydrogen peroxide is often used as a bleach or cleaning agent...
and then combined with a coupler to form the hair dye. 2,5-Diaminotoluene is commonly used to produce black, drab and warm browns, and shades of blonde and gray hair dyes.
2,5-Diaminotoluene is also known to be used in the production of dyes for textiles, furs, leathers, biological stains and indicators, wood stains, and pigments. Two examples of dyes produced by 2,5-diaminotoluene are Cl Basic Red 2 and Cl Acid Brown 103.