8533. Simazine

Nomenclature

CAS number: 122-34-9
6-Chloro-N,N′-diethyl-1,3,5-triazine-2,4-diamine; 2-chloro-4,6-bis(ethylamino)-s-triazine; 2,4-bis(ethylamino)-6-chloro-s-triazine; G-27692; Gesatop (Syngenta); Princep (Syngenta); Simanex (Makhteshim-Agan).
C7H12ClN5; mol wt 201.66.
C 41.69%, H 6.00%, Cl 17.58%, N 34.73%.

Description and references

Selective pre-emergence herbicide. Prepn: Hofmann, Ber. 18, 2776 (1885); Pearlman, Banks, J. Am. Chem. Soc. 70, 3726 (1948); Thurston et al., ibid. 73, 2981 (1951). As herbicide: Gysin, Knüsli, US 2891855 (1959 to Geigy). Toxicity studies: G. W. Bailey, J. L. White, Residue Rev. 10, 97 (1965).

Chemical structure

Properties

Crystals from ethanol or methyl Cellosolve, mp 226-227°. Practically insol in water. Slightly sol in dioxane, ethyl Cellosolve. LD50 orally in rats: 5000 mg/kg (Bailey, White).

Use

Herbicide.