3-Aminophenol

3-Aminophenol

Names
Preferred IUPAC name 3-Aminophenol
Other names m-Aminophenol (no longer recommended) 3-Hydroxyaniline m-Hydroxyaniline
Identifiers
CAS Number	591-27-5 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28924 Y
ChEMBL	ChEMBL269755 Y ChEMBL376136 Y
ChemSpider	11080 Y
ECHA InfoCard	100.008.830
EC Number	209-711-2
KEGG	C05058 Y
PubChem	11568
UNII	L3WTS6QT82 Y
InChI InChI=1S/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2 Y Key: CWLKGDAVCFYWJK-UHFFFAOYSA-N Y InChI=1/C6H7NO/c7-5-2-1-3-6(8)4-5/h1-4,8H,7H2 Key: CWLKGDAVCFYWJK-UHFFFAOYAM
SMILES Oc1cccc(N)c1
Properties
Chemical formula	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
Acidity (pKa)	4.17; 9.87
Hazards
R-phrases	R20/22 R51/53
S-phrases	S28 S61
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
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.

3-Aminophenol can 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.

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.