Dichlone
Structural Formula Vector Image
Title: Dichlone
CAS Registry Number: 117-80-6
CAS Name: 2,3-Dichloro-1,4-naphthalenedione
Additional Names: 2,3-dichloro-1,4-naphthoquinone
Manufacturers' Codes: USR-604
Trademarks: Phygon; Phygon Paste; Phygon XL
Molecular Formula: C10H4Cl2O2
Molecular Weight: 227.04
Percent Composition: C 52.90%, H 1.78%, Cl 31.23%, O 14.09%
Literature References: Prepd by chlorination of 1,4-naphthoquinone: Bertheim, Ber. 34, 1554 (1901); Brass, Köhler, Ber. 55, 2554 (1922); Sjöstrand, US 2975196 (1961 to Svenska Oljeslageri Aktiebolaget); by oxidation of 2,3-dichloro-5,8-dihydro-1,4-naphthohydroquinone: Gaertner, US 2750427 (1956 to Monsanto); by oxidation of 2,3-dichloro-p-benzoquinone: Grinev et al., Zh. Obshch. Khim. 29, 90 (1959). Toxicity data: G. W. Bailey, J. L. White, Residue Rev. 10, 97 (1965). Review: Ter Horst, Ind. Eng. Chem. 35, 1255 (1943).
Properties: Golden yellow needles or leaflets from alc, mp 193°. Sublimes. Practically insol in water (soly about 1 part in 10 million parts H2O). Soly in xylene and o-dichlorobenzene about 4%. Moderately sol in acetone, ether, benzene, dioxane. LD50 orally in rats: 1300 mg/kg (Bailey, White).
Melting point: mp 193°
Toxicity data: LD50 orally in rats: 1300 mg/kg (Bailey, White)
CAUTION: Irritating to skin, mucous membranes; CNS depressant: Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 318.
Use: Fungicide for agriculture and textiles; herbicide.

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