9691. Triforine

Nomenclature

CAS number: 26644-46-2
N,N′-[1,4-Piperazinediylbis(2,2,2-trichloroethylidene)]bisformamide; 1,4-di(2,2,2-trichloro-1-formamidoethyl)piperazine; 1,4-bis(1-formamido-2,2,2-trichloroethyl)piperazine; Cela W-524; CME-74770; Basforin (BASF); Funginex (Shell); Saprol (Shell Agrar).
C10H14Cl6N4O2; mol wt 434.96.
C 27.61%, H 3.24%, Cl 48.91%, N 12.88%, O 7.36%.

Description and references

Prepn: W. Ost et al., DE 1901421 corresp to US 3595916 (1969, 1971, both to Boehringer, Ing.).

Chemical structure

Properties

White crystals, mp 155°. Vapor pressure at 25° = 2×107 mm Hg. Soly in water at 20°: 27-29 ppm. Sol in CMF, DMSO, N-methylpyrrolidone; moderately sol in tetrahydrofuran. Insol in acetone, benzene, carbon tetrachloride, chloroform, methylene chloride, petroleum ether. Dec to chloral and piperazine salts by conc H2SO4 and HCl; slowly dec to chloroform and piperazine by conc alk. Half life in the soil ≈3 weeks. Low toxicity to fish and bees.

Use

Fungicide.