Structural Formula Vector Image
Title: 2-Naphthol
CAS Registry Number: 135-19-3
CAS Name: 2-Naphthalenol
Additional Names: b-naphthol; beta-naphthol; b-hydroxynaphthalene; isonaphthol; C.I. Azoic Coupling Component 1; C.I. Developer 5; C.I. 37500
Molecular Formula: C10H8O
Molecular Weight: 144.17
Percent Composition: C 83.31%, H 5.59%, O 11.10%
Literature References: Prepn from sodium naphthalene-2-sulfonate: Schoeffel, Barton, US 2760992 (1956 to Sterling); Stevens, Harris, US 2831895 (1958 to Dow); FR 1326175 (1963 to Ciba); by oxidation of naphthalene: Simons, US 2530369 (1950 to Phillips Petroleum); from 2-bromonaphthalene + tert-butyl hydroperoxide: Lawesson, Yang, J. Am. Chem. Soc. 81, 4230 (1959).
Properties: Crystals, mp 121-123°. bp 285-286°. d 1.22. Flash pt 161°C. Slight phenolic odor. Darkens with age on exposure to light. Sublimes when heated, distillable in vacuo; volatile with vapors of alcohol or water; reduces ammoniacal silver nitrate. uv max (95% ethanol): 226, 265, 275, 286, 320, 331 nm (e 91,194, 3911, 4559, 3301, 1861, 2163). One gram dissolves in 1000 ml water, 80 ml boiling water, 0.8 ml alcohol, 17 ml chloroform, 1.3 ml ether; sol in glycerol, olive oil, solns of alkali hydroxides. Protect from light. Incompat.: Antipyrine, camphor, phenol, ferric salts, menthol, potassium permanganate and other oxidizing agents, urethane.
Melting point: mp 121-123°
Boiling point: bp 285-286°
Flash point: Flash pt 161°C
Absorption maximum: uv max (95% ethanol): 226, 265, 275, 286, 320, 331 nm (e 91,194, 3911, 4559, 3301, 1861, 2163)
Density: d 1.22
Derivative Type: Sodium salt
CAS Registry Number: 875-83-2
Additional Names: Sodium b-naphtholate; sodium naphthol
Trademarks: Microcidin
Molecular Formula: C10H7NaO
Molecular Weight: 166.15
Percent Composition: C 72.29%, H 4.25%, Na 13.84%, O 9.63%
Properties: Grayish-white powder; becomes reddish or brownish on exposure to light and air. Soluble in 3 parts water. Keep well closed and protected from light.
CAUTION: Potential symptoms of overexposure to 2-naphthol include crampy abdominal pain, nausea, vomiting and sometimes convulsions. Intestinal or percutaneous absorption may lead to severe nephritis, liver injury and acute hemolytic anemia. Lens opacities and retinal changes may occur. See Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 188.
Use: Manuf medicinal organics, dyes, perfumes; the largest single use is probably in making antioxidants for the synthetic rubber industry.
Therap-Cat: Formerly as anthelmintic (Nematodes).
Therap-Cat-Vet: Has been used as antiseptic, anthelmintic and counter-irritant in alopecia.
Keywords: Anthelmintic (Nematodes).

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