Title: Ciafos
CAS Registry Number: 2636-26-2
CAS Name: Phosphorothioic acid
O-(4-cyanophenyl)
O,O-dimethyl ester
Synonyms: phosphorothioic acid
O,O-dimethyl ester,
O-ester with
p-hydroxybenzonitrile;
O,O-dimethyl
O-(4-cyanophenyl) phosphorothioate;
O,O-dimethyl
O-(4-cyanophenyl) thionophosphate; cyanophos
Manufacturers' Codes: Bay 34727; S-4084; Sumitomo S-4084
Trademarks: Cyanox (Sumitomo)
Molecular Formula: C9H10NO3PS
Molecular Weight: 243.22
Percent Composition: C 44.44%, H 4.14%, N 5.76%, O 19.73%, P 12.73%, S 13.18%
Literature References: Prepn: Nishizawa, Mizutani,
JP 62 18184; Kuramoto
et al., US 3150040 (1962, 1964 both to Sumitomo); Sakamoto, Nishizawa,
Agric. Biol. Chem. 26, 252 (1962); D. N. Bernhart,
DE 2162344;
idem, US 3792132 (1972, 1974 to Stauffer). Pharmacology and metabolism: H. Yamamoto
et al., Oyo Yakuri 5, 75 (1971),
C.A. 76, 68907a (1972); Wakimura, Miyamoto,
Agric. Biol. Chem. 35, 410 (1971). Evaluation as an insecticide: Nishiyawa
et al., ibid. 25, 597 (1961); Tamura
et al., ibid. 773. Evaluation of neurotoxicity: H. Ohkawa
et al., Biochem. Pharmacol. 29, 2721 (1980).
Properties: Yellow to reddish-yellow transparent liquid. bp0.09 119-120° (dec). mp 14-15°.
nD32.5 1.5404. Very sol in methanol, ethanol, acetone, chloroform. Sparingly sol in
n-hexane, kerosene; slightly sol in water. Rapidly dec under alkaline conditions and upon exposure to light,
Jpn. Med. Gaz. 11(7), 7 (1974). LD50 in mice (mg/kg): 1000 orally; 880 i.p. (Yamamoto).
Melting point: mp 14-15°
Boiling point: bp0.09 119-120° (dec)
Index of refraction: nD32.5 1.5404
Toxicity data: LD50 in mice (mg/kg): 1000 orally; 880 i.p. (Yamamoto)
CAUTION: Cholinesterase inhibitor.
Use: Insecticide.