1-Naphthylamine
Title: 1-Naphthylamine
CAS Registry Number: 134-32-7
CAS Name: 1-Naphthalenamine
Additional Names: 1-aminonaphthalene; a-naphthylamine; naphthalidine
Molecular Formula: C10H9N
Molecular Weight: 143.19
Percent Composition: C 83.88%, H 6.34%, N 9.78%
Literature References: Prepd by reducing a-nitronaphthalene with Fe and HCl: West, J. Chem. Soc. 127, 494 (1925); from 1-naphthalenecarboxylic acid and hydroxylamine: Snyder et al., J. Am. Chem. Soc. 75, 2014 (1953). Review of carcinogenic risk: IARC Monographs 4, 87-96 (1974).
Properties: Needles, becoming red on exposure to air, or a reddish, cryst mass; unpleasant odor. Sublimes; volatile with steam. d 1.13. mp 50°. bp 301°. Flash pt 157°C. Sol in 590 parts water; freely sol in alc, ether. Reduces warm ammoniacal silver nitrate. Keep well closed and protected from light.
Melting point: mp 50°
Boiling point: bp 301°
Flash point: Flash pt 157°C
Density: d 1.13
 
Derivative Type: Hydrochloride
Molecular Formula: C10H9N.HCl
Molecular Weight: 179.65
Percent Composition: C 66.86%, H 5.61%, N 7.80%, Cl 19.73%
Properties: Cryst powder; becomes bluish on exposure to air and light. Sol in about 27 parts water; sol in alcohol, ether. Protect from light.
 
Derivative Type: Sulfate dihydrate
Molecular Formula: (C10H9N)2.H2SO4.2H2O
Molecular Weight: 420.48
Percent Composition: C 57.13%, H 5.75%, N 6.66%, S 7.63%, O 22.83%
Properties: White to yellowish cryst powder. Slightly sol in water or alcohol.
 
CAUTION: Potential symptoms of overexposure to 1-naphthylamine are dermatitis; hemorrhagic cystitis; dyspnea, ataxia and methemoglobinemia; hematuria; dysuria. Potential occupational carcinogen. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 222.
Use: Manufacturing dyes; toning prints made with cerium salts; the hydrochloride with sulfanilic acid is a reagent for nitrate.

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