4-Aminophenol

4-Aminophenol
Names
	Preferred IUPAC name 4-Aminophenol
	Other names p-Aminophenol; para-Aminophenol;
Identifiers
CAS Number	123-30-8 ;
3D model (JSmol)	Interactive image; Interactive image;
Beilstein Reference	385836
ChEBI	CHEBI:17602 ;
ChEMBL	ChEMBL1142 ;
ChemSpider	392 ;
ECHA InfoCard	100.004.198
EC Number	204-616-2;
Gmelin Reference	2926
KEGG	C02372 ;
MeSH	Aminophenols
PubChem CID	403;
UNII	R7P8FRP05V ;
UN number	2512
CompTox Dashboard (EPA)	DTXSID3024499 ;
	InChI InChI=1S/C6H7NO/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2 Key: PLIKAWJENQZMHA-UHFFFAOYSA-N ; InChI=1/C6H7NO/c7-5-1-3-6(8)4-2-5/h1-4,8H,7H2 Key: PLIKAWJENQZMHA-UHFFFAOYAD;
	SMILES Oc1ccc(N)cc1; c1cc(ccc1N)O;
Properties
Chemical formula	C6H7NO
Molar mass	109.128 g·mol−1
Appearance	Colorless to reddish-yellow crystals
Density	1.13 g/cm3
Melting point	187.5 °C (369.5 °F; 460.6 K)
Boiling point	284 °C (543 °F; 557 K)
Solubility in water	1.5 g/100 mL
Solubility	Very soluble in dimethylsulfoxide; Soluble in acetonitrile, ethyl acetate, and acetone; Slightly soluble in toluene, diethyl ether, and ethanol; Negligible solubility in benzene and chloroform;
log P	0.04
Acidity (pKa)	5.48 (amino; H2O); 10.30 (phenol; H2O);
Structure
Crystal structure	orthorhombic
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	-190.6 kJ/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H332, H341, H410
Precautionary statements	P201, P202, P261, P264, P270, P271, P273, P281, P301+P312, P304+P312, P304+P340, P308+P313, P312, P330, P391, P405, P501
NFPA 704 (fire diamond)	2 1 0
Flash point	195 °C (383 °F; 468 K) (cc)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	671 mg/kg
Related compounds
Related aminophenols	2-Aminophenol; 3-Aminophenol
Related compounds	Aniline; Phenol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

4-Aminophenol (or para-aminophenol or p-aminophenol) is an organic compound with the formula H₂NC₆H₄OH. Typically available as a white powder,^[3] it is commonly used as a developer for black-and-white film, marketed under the name Rodinal.

Reflecting its slightly hydrophilic character, the white powder is moderately soluble in alcohols and can be recrystallized from hot water. In the presence of a base, it oxidizes readily. The methylated derivatives N-methylaminophenol and N,N-dimethylaminophenol are of commercial value.

The compound is one of three isomeric aminophenols, the other two being 2-aminophenol and 3-aminophenol.

^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 690. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.
^ CRC Handbook of Chemistry and Physics 65th Ed.

[IUPAC2013_690-1] Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 690. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.

[CRC97-2] Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. pp. 5–89. ISBN 978-1498754286.

[3] CRC Handbook of Chemistry and Physics 65th Ed.

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