3-Aminophenol

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3-Aminophenol[1]
M-Aminophenol.svg
3-Aminophenol molecule
Names
IUPAC name
3-Aminophenol
Other names
m-Aminophenol; 3-Hydroxyaniline; m-Hydroxyaniline
Identifiers
591-27-5 YesY
ChEBI CHEBI:28924 YesY
ChEMBL ChEMBL269755 YesY
ChEMBL376136 YesY
ChemSpider 11080 YesY
EC number 209-711-2
Jmol-3D images Image
KEGG C05058 YesY
PubChem 11568
UNII L3WTS6QT82 YesY
Properties
C6H7NO
Molar mass 109.13 g/mol
Appearance White orthorhombic crystals
Density 1.195 g/cm3
Melting point 120 to 124 °C (248 to 255 °F; 393 to 397 K)
Boiling point 164 °C (327 °F; 437 K) at 11 mmHg
Hazards
R-phrases R20/22 R51/53
S-phrases S28 S61
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY verify (what isYesY/N?)
Infobox references

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

Preparation[edit]

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

Uses[edit]

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.[2]

References[edit]

  1. ^ 3-Aminophenol at Sigma-Aldrich.
  2. ^ a b Mitchell, Stephen C.; Waring, Rosemary H. (2000). "Aminophenols". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a02_099. 
  3. ^ Harada, Haruhisa; Hiroshi, Maki; Sasaki, Shigeru (1986). "Method for the production of m-aminophenol EP0197633A1". Google Patents. Sumitomo Chemical Company, Limited. Retrieved 3 February 2015.