Structural Formula Vector Image
Title: Quinone
CAS Registry Number: 106-51-4
CAS Name: 2,5-Cyclohexadiene-1,4-dione
Additional Names: p-quinone; 1,4-benzoquinone; 1,4-cyclohexadienedione
Molecular Formula: C6H4O2
Molecular Weight: 108.09
Percent Composition: C 66.67%, H 3.73%, O 29.60%
Literature References: Made by oxidation of aniline with sodium dichromate in presence of sulfuric acid. Laboratory prepn from hydroquinone: Vliet, Org. Synth. 2, 85 (1922); also Org. Synth. coll. vol. I (2nd ed., 1941). Cf. Underwood, Walsh, ibid. 16, 73 (1936). Toxicity study: Woodard et al., Fed. Proc. 8, 348 (1949).
Properties: Yellow monoclinic prisms from water or petr ether. Penetrating odor resembling that of chlorine. Irritating vapors. d420 1.318. mp 115.7°. Sublimes [sublimation velocities in vacuo: Kempf, J. Prakt. Chem. [2] 78, 236 (1908)]. Volatile with steam. Absorption spectrum: Hantzsch, Ber. 49, 522 (1916). Dipole moment: 0.67. Polemic over correct values: Paoloni, J. Am. Chem. Soc. 80, 3879 (1958). Slightly sol in water; sol in alcohol, ether, hot petr ether, alkalies. LD50 orally in rats: 130 mg/kg (Woodard).
Melting point: mp 115.7°
Density: d420 1.318
Toxicity data: LD50 orally in rats: 130 mg/kg (Woodard)
CAUTION: Potential symptoms of overexposure are eye and skin irritation, conjunctivitis; keratitis. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 272.
Use: Oxidizing agent; in photography; manuf dyes; manuf hydroquinone; tanning hides; making gelatin insol; strengthening animal fibers; as reagent.

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