462. p-Aminophenol

Nomenclature

CAS number: 123-30-8
4-Aminophenol; p-Hydroxyaniline; 4-amino-1-hydroxybenzene; Azol; Rodinal; Unal; Ursol P.
C6H7NO; mol wt 109.13.
C 66.04%, H 6.47%, N 12.83%, O 14.66%.

Description and references

Usually prepd by the reduction of p-nitrophenol: BIOS Final Report 986; Freifelder, Robinson, US 3079435 (1963 to Abbott).

Chemical structure

Properties

Orthorhombic plates from water. Deteriorates under the influence of air and light. mp 189.6-190.2°. The commercial product is usually pink, mp 186°. Can be sublimed at 0.3 mm and 110° without decompn. bp760 284° (dec); bp8.0 167°; bp3.0 150°; bp0.3 130.2°. Kb at 15° = 6.6 × 109. Forms salts with acids and bases. Soly in water: 0.39% at 13°; 0.65% at 24°; 0.80% at 30°; 1.5% at 50°; 4.7% at 80°; 8.5% at 96°. Soly in ethyl methyl ketone: 9.3% at 58.5°; in abs ethanol: 4.5% at 0°. Practically insol in benzene, chloroform.

Derivative

Hydrochloride.
C6H7NO.HCl; mol wt 145.59.
C 49.50%, H 5.54%, N 9.62%, O 10.99%, Cl 24.35%.

Properties

Cryst powder; gradually becomes darker. Dec about 306°. Very sol in water; sol in alc.

Caution

May cause skin sensitization, dermatitis. Inhalation can cause asthma, methemoglobin formation.

Use

Photographic developer; intermediate in the manufacture of sulfur and azo dyes; in dyeing furs and feathers.