4-Amino-1-naphthol
Title: 4-Amino-1-naphthol
CAS Registry Number: 2834-90-4
CAS Name: 4-Amino-1-naphthalenol
Additional Names: 4-hydroxy-a-naphthylamine
Molecular Formula: C10H9NO
Molecular Weight: 159.18
Percent Composition: C 75.45%, H 5.70%, N 8.80%, O 10.05%
Literature References: Prepd by treating a-naphthol with benzenediazonium chloride and reducing the benzeneazo-a-naphthol with sodium hydrosulfite: Conant et al., Org. Synth. 3, 7 (1923); cf. Fieser, Fieser, J. Am. Chem. Soc. 57, 493 (1935). From a-naphthylhydroxylamine by rearrangement in acetone: Neunhoffer, Liebich, Ber. 71B, 2247 (1938).
Properties: Needles. Unless kept absolutely dry, it acquires a violet discoloration on storage and oxidizes to 1,4-naphthoquinone. Usually isolated as the hydrochloride, C10H9NO.HCl, needles, very sol in water.
 
Derivative Type: N-Acetyl deriv
Additional Names: 4-Acetamido-1-naphthol; naphthacetol
Molecular Formula: C12H11NO2
Molecular Weight: 201.22
Percent Composition: C 71.63%, H 5.51%, N 6.96%, O 15.90%
Properties: Needles from alcohol, mp 188°, sparingly sol in water, sol in alcohol.
Melting point: mp 188°
 
Use: Polymerization inhibitor; prepn of 2-allyl-4-amino-1-naphthol hydrochloride (an antihemorrhagic cpd); prepn of 1,4-naphthoquinone.

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