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3-Aminophenol


meta-Aminophenol 3-Hydroxyaniline m-Hydroxyaniline meta-Hydroxyaniline | 4.37 (amino; 20 °C, H2O) | 9.82 (phenol; 20 °C, H2O) | NFPA-H = 2 | NFPA-F = 0 | NFPA-R = 0 | NFPA-S =

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 is prepared by reduction of 3-nitrophenol. It can also be prepared by caustic fusion of 3-aminobenzenesulfonic acid (i.e. heating with NaOH to 245 °C for 6 hours) or from resorcinol via a substitution reaction with ammonium hydroxide.

Uses

One of the most relevant applications of the substance is the synthesis of 3-(diethylamino)phenol, which is used 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.

References

References

  1. "3-Aminophenol". [[Sigma-Aldrich]].
  2. (2014). "Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book)". [[Royal Society of Chemistry.
  3. (2016). "CRC Handbook of Chemistry and Physics". [[CRC Press]].
  4. (2000). "Aminophenols". Ullmann's Encyclopedia of Industrial Chemistry.
  5. (1986). "Method for the production of m-aminophenol EP0197633A1". Sumitomo Chemical Company, Limited.
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