2,5-Diaminotoluene

changed changed 477211411 2,5-Diaminotoluol Structural Formula V1.svg 200px 2-Methylbenzene-1,4-diamine 2-Methyl-1,4-benzenediamineToluene-2,5-diamine2,5-Diaminotoluene correct CAS 95-70-5 7252 changed kegg C19386 correct FDA 24JO8Z0RJU correct chemspider 6982 correct EBI 53619 202-442-1 774521 correct chemspider 1S/C7H10N2/c1-5-4-6(8)2-3-7(5)9/h2-4H,8-9H2,1H3 correct chemspider OBCSAIDCZQSFQH-UHFFFAOYSA-N CC1=C(C=CC(=C1)N)N C7H10N2 122.17 off white crystals 1.107 g/cm3 64 273 no none0620 Ca [N.D.] Ca 06 07 09 Danger 301 312 317 319 332 411 261 264 270 271 272 273 280 301+310 302+352 304+312 304+340 305+351+338 312 321 322 330 333+313 337+313 363 391 405 501 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, although commercial samples are often colored owing to air oxidation. It is commonly used in hair coloring.T. Clausen Hair Preparations Ullmann’s Encyclopedia of Industrial Chemistry 2006 Wiley-VCH Weinheim 10.1002/14356007.a12_571.pub2 9783527303854 Formation and use 2,5-Diaminotoluene is prepared through electrolytic reduction of 2,5-dinitrotoluene.Burnett Christina L. Bergfeld Wilma F. Belsito Donald V. Klaassen Curtis D. Marks James G. Shank Ronald C. Slaga Thomas J. Snyder Paul W. Andersen F. Alan May 2010 Final Amended Report of the Safety Assessment of Toluene-2,5-Diamine, Toluene-2,5-Diamine Sulfate, and Toluene-3,4-Diamine as Used in Cosmetics http://journals.sagepub.com/doi/10.1177/1091581810361964 International Journal of Toxicology en 29 3_suppl 61S–83S 10.1177/1091581810361964 20448268 35340555 1091-5818 subscription 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 (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. References Category:Anilines Category:Diamines Category:Monomers Category:Toluene derivatives