3-Aminophenol Explained

3-Aminophenol is an organic compound with formula C6H4(NH2)(OH). It is an aromatic amine and a phenol. It is the meta isomer of 2-aminophenol and 4-aminophenol.

Preparation

3-Aminophenol can be prepared by caustic fusion of 3-aminobenzenesulfonic acid (i.e. heating with NaOH to 245 °C for 6 hours)[1] or from resorcinol via a substitution reaction with ammonium hydroxide.[2]

Uses

One of the most relevant applications of the substance is the synthesis of 3-(diethylamino)phenol, key intermediate for the preparation of several fluorescent dyes (e.g., rhodamine B). Other uses for the compound include hair dye colorants and stabilizers for chlorine-containing thermoplastics.

Notes and References

  1. Mitchell. Stephen C.. Waring. Rosemary H.. Aminophenols. Ullmann's Encyclopedia of Industrial Chemistry. 2000. 10.1002/14356007.a02_099. 9783527303854 .
  2. Web site: Harada. Haruhisa. Hiroshi. Maki. Sasaki. Shigeru. Method for the production of m-aminophenol EP0197633A1. 1986. Google Patents. Sumitomo Chemical Company, Limited. 3 February 2015.