Structural Formula Vector Image
Title: 1,4-Naphthoquinone
CAS Registry Number: 130-15-4
CAS Name: 1,4-Naphthalenedione
Additional Names: a-naphthoquinone; 1,4-dihydro-1,4-diketonaphthalene
Molecular Formula: C10H6O2
Molecular Weight: 158.15
Percent Composition: C 75.94%, H 3.82%, O 20.23%
Literature References: Prepn: Fieser, Org. Synth. coll. vol. I, 383 (2nd ed., 1941); Braude, Fawcett, ibid. coll. vol. IV, 698 (1963). Substituted 1,4-naphthoquinones occur in nature, e.g., phthiocol, q.v., various pigments, and the vitamins K.
Properties: Yellow triclinic needles from alcohol or petr ether. Odor like that of benzoquinone. d 1.422. mp 126°. Begins to sublime below 100°. Sublimation rates: Kempf, J. Prakt. Chem. [2] 78, 236, 257. Easily volatile with steam. uv spectrum: Purvis, J. Chem. Soc. 101, 1318 (1912). Sparingly sol in cold water, slightly in petr ether, freely in hot alcohol, ether, benzene, chloroform, carbon bisulfide, acetic acid; sol in alkali hydroxide solns giving a reddish-brown soln.
Melting point: mp 126°
Density: d 1.422

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