4-Aminophenol
4-Aminophenol (or para-aminophenol or p-aminophenol) is an organic compound with the formula H2NC6H4OH. Typically available as a white powder, it is commonly used as a developer for black-and-white film, marketed under the name Rodinal.
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Names | |||
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Preferred IUPAC name
4-Aminophenol | |||
Other names
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Identifiers | |||
3D model (JSmol) |
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385836 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.004.198 | ||
EC Number |
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2926 | |||
KEGG | |||
MeSH | Aminophenols | ||
PubChem CID |
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UNII | |||
UN number | 2512 | ||
CompTox Dashboard (EPA) |
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Properties | |||
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) | ||
1.5 g/100 mL | |||
Solubility |
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log P | 0.04 | ||
Acidity (pKa) |
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Structure | |||
orthorhombic | |||
Thermochemistry | |||
Std enthalpy of formation (ΔfH⦵298) |
-190.6 kJ/mol | ||
Hazards | |||
GHS labelling: | |||
Warning | |||
H302, H332, H341, H410 | |||
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) | |||
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).
Infobox references |
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.
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