Title: Irgarol® (Ciba)
CAS Registry Number: 28159-98-0
CAS Name: N-Cyclopropyl-N¢-(1,1-dimethylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine
Additional Names: 2-(tert-butylamino)-4-(cyclopropylamino)-6-(methylthio)-s-triazine
Molecular Formula: C11H19N5S
Molecular Weight: 253.37
Percent Composition: C 52.14%, H 7.56%, N 27.64%, S 12.66%
Literature References: Photosystem-II (PSII) herbicide, inhibits photosynthetic electron transport in chloroplasts. Prepn: D. Berrer, C. Vogel, DE 1914014 (1969 to Agripat); eidem, US 3629256 (1971 to Geigy). Photodegradation and persistence in water: H. Okamura et al., J. Environ. Sci. Health B34, 225 (1999). Review of analytical methods: N. Voulvoulis et al., Chemosphere 38, 3503-3516 (1999). Ecological risk assessment: L. W. Hall, Jr. et al., Crit. Rev. Toxicol. 29, 367-437 (1999).
Properties: Crystals from water, mp 128-133°. Soly (ppm): 9.0 in water; 5.9 in 0.3 mol/l salinity; 1.8 in 0.6 mol/l salinity. Vapor pressure 6.6´10-7 mm Hg. Log P (n-octanol/water): 3.95; also reported as 2.8 (Hall). LC50 (96 hr in salt water) in mysid shrimp, inland silverside, sheepshead minnow (ng/l): 400000, 1580000, 3500000; LC50 (96 hr in fresh water) in rainbow trout, bluegill sunfish (ng/l): 790000, 2600000 (Hall).
Melting point: mp 128-133°
Log P: Log P (n-octanol/water): 3.95; also reported as 2.8 (Hall)
Toxicity data: LC50 (96 hr in salt water) in mysid shrimp, inland silverside, sheepshead minnow (ng/l): 400000, 1580000, 3500000; LC50 (96 hr in fresh water) in rainbow trout, bluegill sunfish (ng/l): 790000, 2600000 (Hall)
Use: Booster algicide in antifouling paint. |